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NASA NTRSDate not supplied

VIPER: Introduction to the Resource Prospecting Mission

With the Artemis Program, NASA plans to return humans to the Moon to stay, which means if there are local materials available, they could be deployed to help support extended lunar stays. Since the moon’s polar regions have confirmed the presence of volatiles, as revealed by LCROSS, LRO and other lunar missions, the next step is to understand the nature and distribution of those candidate resources and how they might be extracted. Recent studies have even indicated local volatiles could be processed into propellants and human life-supporting resources, significantly aiding in sustaining humans on the Moon, and eventually and later to support missions to Mars. The Volatiles Investigating Polar Exploration Resource (VIPER) is an in-situ resource utilization (ISRU) mission within NASA’s Science Mission Directorate (SMD), based on the pathfinding development of the Resource Prospector (RP) mission concept. This clever mission is targeting late 2023 and may spend over 100 days mapping and surveying four different Ice Stability Regions to understand the nature and distribution of water and volatiles already confirmed to be there, including measuring mineralogical content such as silicon and light metals from lunar regolith. The knowledge attained by a mission like VIPER could have many-fold benefits for space exploration, but also commercial applications. VIPER is an essential, early mission supporting the “moon rush” which has developed over the past few years, with both governments and commercial entities making their cases for lunar exploration. VIPER aims to understand just how the water-ice and other volatiles are distributed, both horizontally and vertically, enabling creation of volatiles resource maps, which will guide what might be required to harvest those resources at scale. With sufficient infrastructural investment, led by governments and then optimized by the commercial marketplace, VIPER will be a pathfinder mission addressing key decadal lunar science and early strategic knowledge gaps.

Daniel Andrews↗
NASA NTRSDate not supplied

3GPP Telecommunications Technology on the Moon

Under NASA’s Artemis program, NASA is planning to send astronauts back to the Moon in the next couple of years. Near term missions will be analogous but much more sophisticated versions of the last couple of Apollo missions. However, unlike Apollo, this time NASA intends to put the infrastructure in place to support long term human presence and eventual industrialization of the Moon. To make this vision a reality, NASA plans to collaborate with commercial and international partners as much as possible as opposed to developing, building, and operating equipment on its own. Lunar infrastructure will eventually be built over time by many organizations, public and private, to support sustained human exploration, science, and industrial activities. Obviously, this vision for the future will be impossible without a robust lunar communications and navigation system that can support many users with varying degrees of services. On Earth, most people are very familiar with the 3rd Generation Partnership Project (3GPP) 5G mobile telecommunications technology. NASA’s Space Technology Mission Directorate and NASA’s Space Communications and Navigation office would like to see a lunar communications and navigation network with similar capabilities to the cellular communication networks most of us enjoy today. Building such a network will require participation by many organizations. This paper will provide an overview of NASA’s interest in using 5G and beyond on the lunar surface; it will also describe current work based on 3GPP standards within NASA or funded by NASA, such as Nokia’s upcoming Tipping Point demonstration of 4G / LTE on the lunar surface.

Bernard Edwards↗
DOE OSTI2022

A Novel Sustainable Process for Multilayer Graphene Synthesis Using CO 2 from Ambient Air

Graphene produced by different methods can present varying physicochemical properties and quality, resulting in a wide range of applications. The implementation of a novel method to synthesize graphene requires characterizations to determine the relevant physicochemical and functional properties for its tailored application. We present a novel method for multilayer graphene synthesis using atmospheric carbon dioxide with characterization. Synthesis begins with carbon dioxide sequestered from air by monoethanolamine dissolution and released into an enclosed vessel. Magnesium is ignited in the presence of the concentrated carbon dioxide, resulting in the formation of graphene flakes. These flakes are separated and enhanced by washing with hydrochloric acid and exfoliation by ammonium sulfate, which is then cycled through a tumble blender and filtrated. Raman spectroscopic characterization, FTIR spectroscopic characterization, XPS spectroscopic characterization, SEM imaging, and TEM imaging indicated that the graphene has fifteen layers with some remnant oxygen-possessing and nitrogen-possessing functional groups. The multilayer graphene flake possessed particle sizes ranging from 2 µm to 80 µm in diameter. BET analysis measured the surface area of the multilayer graphene particles as 330 m 2 /g, and the pore size distribution indicated about 51% of the pores as having diameters from 0.8 nm to 5 nm. This study demonstrates a novel and scalable method to synthesize multilayer graphene using CO 2 from ambient air at 1 g/kWh electricity, potentially allowing for multilayer graphene production by the ton. The approach creates opportunities to synthesize multilayer graphene particles with defined properties through a careful control of the synthesis parameters for tailored applications.

36 MATERIALS SCIENCE↗
DOE OSTI2021

Enhanced neurite outgrowth on electrically conductive carbon aerogel substrates in the presence of an external electric field

Previous works from our laboratory have firmly established that aerogels are a suitable substrate to elicit accelerated neurite extension. On non-conducting aerogels, in the presence of an externally-applied DC bias, neurons extended neurites which were preferentially aligned towards the anode. In this work, we sought to determine whether electrically-conductive carbon aerogels elicited a more robust alignment of neurites toward the anode than non-conductive aerogels due to the capacity of conductive aerogels to sustain a current, thereby providing a direct interface between neurons and the external electrical stimulus. To determine if this was the case, we plated PC12 neuronal cells on electrically conductive carbon aerolges derived from acetic acid-catalized resorcinol formaldehyde aerogels (ARF-CA) and subjected them to an external electric field. The voltages applied at the electrodes of the custom-built electro-stimulation chamber were 0 V, 15 V, and 30 V. For each voltage, the directionality and length of the neurites extended by PC12 cells were determined and compared to those observed when PC12 cells were plated on non-conductive aerogels subjected to the same voltage. The results show that the directionality of neurite extension was similar between conductive and non-conductive aerogels. A higher neurite length difference was observed on conductive aerogels with increasing voltage, 43% and 106% for 0–15 V and 0–30 V respectively, compared to non-conductive aerogels, 12% and 20%. These findings indicate that conductive carbon aerogels have a greater potential as scaffolds for nerve regeneration than non-conductive ones.

36 MATERIALS SCIENCE↗
DOE OSTI2024

Helium metastable density determination in the COST reference source by absolutely calibrated optical emission spectroscopy

Helium metastable densities in the COST Reference Microplasma Jet are estimated for a variety of He/N2 admixtures and dissipated powers by applying a collisional-radiative model to absolutely calibrated optical emission spectroscopy measurements. This is accomplished by delineating the excitation mechanisms that result in the N2(C–B) and N2+(B–X) emission bands, the latter of which is strongly coupled to the presence of helium metastables. A number of other plasma parameters are established and discussed for each operating condition including the electron energy distribution function, reduced electric field, rate constants, and electron density. With these parameters, the reaction rates for the primary ionization pathways are also calculated, emphasizing the importance of helium metastables for discharge sustainment. Good agreement with the existing literature is found for most plasma parameters and for helium metastable densities, in particular. A clear [N2]−1 relationship between the nitrogen concentration and density of helium metastables is demonstrated, as has been identified in previous studies in analogous atmospheric pressure plasma jets. This validates the efficacy of this optical technique for determining helium metastable densities and establishes it as a viable, and in many cases, more accessible alternative to other means of quantifying helium metastables in low-temperature plasmas.

Physics↗
NASA NTRS2006

Mission Architecture Comparison for Human Lunar Exploration

The Vision for Space Exploration outlines a bold new national space exploration policy that holds as one of its primary objectives the extension of human presence outward into the Solar System, starting with a return to the Moon in preparation for the future exploration of Mars and beyond. The National Aeronautics and Space Administration is currently engaged in several preliminary analysis efforts in order to develop the requirements necessary for implementing this objective in a manner that is both sustainable and affordable. Such analyses investigate various operational concepts, or mission architectures , by which humans can best travel to the lunar surface, live and work there for increasing lengths of time, and then return to Earth. This paper reports on a trade study conducted in support of NASA s Exploration Systems Mission Directorate investigating the relative merits of three alternative lunar mission architecture strategies. The three architectures use for reference a lunar exploration campaign consisting of multiple 90-day expeditions to the Moon s polar regions, a strategy which was selected for its high perceived scientific and operational value. The first architecture discussed incorporates the lunar orbit rendezvous approach employed by the Apollo lunar exploration program. This concept has been adapted from Apollo to meet the particular demands of a long-stay polar exploration campaign while assuring the safe return of crew to Earth. Lunar orbit rendezvous is also used as the baseline against which the other alternate concepts are measured. The first such alternative, libration point rendezvous, utilizes the unique characteristics of the cislunar libration point instead of a low altitude lunar parking orbit as a rendezvous and staging node. Finally, a mission strategy which does not incorporate rendezvous after the crew ascends from the Moon is also studied. In this mission strategy, the crew returns directly to Earth from the lunar surface, and is thus referred to as direct return. Figures of merit in the areas of safety and mission success, mission effectiveness, extensibility, and affordability are used to evaluate and compare the lunar orbit rendezvous, libration point rendezvous, and direct return architectures, and this paper summarizes the results of those assessments.

Geffre, Jim↗
NASA NTRSDate not supplied

Metallic Environmentally Resistant Coating Rapid Innovation Initiative Under Extreme Space Environments

Mission concepts such as JPL’s Endurance-A campaign will utilize rovers such as Astrolab’s FLEX concept to explore the lunar surface. For these types of systems, lightweight alloys such as aluminum (Al) and titanium (Ti) are often specified to minimize mass while maintaining structural integrity [1,2,3]. Such alloys, however, exhibit poor tribological response in the form of high friction and wear, especially in extreme space environments and with the additional presence of lunar regolith. This shortens the lifetimes of these systems which have a requirement to traverse 1,00km/year [2,3]. The MERCRII project is ad-dressing the technology need of this and future rover missions by developing advanced wear- and radiation-resistant coatings for lightweight parts to extend the lifetime and sustainability of both lunar and Martian assets. The MERCRII project focuses on the technology taxonomies of exploration destination systems, mission infrastructure, and sustainability and supportability to explore both new and existing coating technologies, including material formulations and application methods. Several material formulations were considered for their wear resistance and fracture toughness and the following were chosen for Phase I testing: Nickle Titani-um (NiTi), Aluminum Oxide (AlO), and Ti64 with hBN at two and ten vol percent (Ti-2vol%hBN and Ti-10vol%hBN).

S. Rengifo↗
DOE OSTI2020

Arabidopsis plants expressing only the redox–regulated Rca–α isoform have constrained photosynthesis and plant growth

Rubisco activase (Rca) facilitates the release of sugar–phosphate inhibitors from the active sites of Rubisco and thereby plays a central role in initiating and sustaining Rubisco activation. In Arabidopsis, alternative splicing of a single Rca gene results in two Rca isoforms, Rca–α and Rca–β. Redox modulation of Rca–α regulates the function of Rca–α and Rca–β acting together to control Rubisco activation. Although Arabidopsis Rca–α alone less effectively activates Rubisco in vitro, it is not known how CO 2 assimilation and plant growth are impacted. Here, we show that two independent transgenic Arabidopsis lines expressing Rca–α in the absence of Rca–β (‘Rca–α only’ lines) grew more slowly in various light conditions, especially under low light or fluctuating light intensity, and in a short day photoperiod compared to wildtype. Photosynthetic induction was slower in the Rca–α only lines, and they maintained a lower rate of CO 2 assimilation during both photoperiod types. Here, our findings suggest Rca oligomers composed of Rca–α only are less effective in initiating and sustaining the activation of Rubisco than when Rca–β is also present. Currently there are no examples of any plant species that naturally express Rca–α only but numerous examples of species expressing Rca–β only. That Rca–α exists in most plant species, including many C3 and C4 food and bioenergy crops, implies its presence is adaptive under some circumstances.

59 BASIC BIOLOGICAL SCIENCES↗
DOE OSTI2020

Data from Arabidopsis Plants Expressing Only the Redox-Regulated Rca-α Isoform Have Constrained Photosynthesis and Plant Growth

Rubisco activase (Rca) facilitates the release of sugar‐phosphate inhibitors from the active sites of Rubisco and thereby plays a central role in initiating and sustaining Rubisco activation. In Arabidopsis, alternative splicing of a single Rca gene results in two Rca isoforms, Rca‐α and Rca‐β. Redox modulation of Rca‐α regulates the function of Rca‐α and Rca‐β acting together to control Rubisco activation. Although Arabidopsis Rca‐α alone less effectively activates Rubisco in vitro , it is not known how CO2 assimilation and plant growth are impacted. Here, we show that two independent transgenic Arabidopsis lines expressing Rca‐α in the absence of Rca‐β (“Rca‐α only” lines) grew more slowly in various light conditions, especially under low light or fluctuating light intensity, and in a short day photoperiod compared to wildtype. Photosynthetic induction was slower in the Rca‐α only lines, and they maintained a lower rate of CO2 assimilation during both photoperiod types. Our findings suggest Rca oligomers composed of Rca‐α only are less effective in initiating and sustaining the activation of Rubisco than when Rca‐β is also present. Currently there are no examples of any plant species that naturally express Rca‐α only but numerous examples of species expressing Rca‐β only. That Rca‐α exists in most plant species, including many C3 and C4 food and bioenergy crops, implies its presence is adaptive under some circumstances.

Biomass Analytics↗
NASA NTRS2009

Stability Analysis of Roughness Array Wake in a High-Speed Boundary Layer

Computations are performed to examine the effects of both an isolated and spanwise periodic array of trip elements on a high-speed laminar boundary layer, so as to identify the potential physical mechanisms underlying an earlier transition to turbulence as a result of the trip(s). In the context of a 0.333 scale model of the Hyper-X forebody configuration, the time accurate solution for an array of ramp shaped trips asymptotes to a stationary field at large times, indicating the likely absence of a strong absolute instability in the mildly separated flow due to the trips. A prominent feature of the wake flow behind the trip array corresponds to streamwise streaks that are further amplified in passing through the compression corner. Stability analysis of the streaks using a spatial, 2D eigenvalue approach reveals the potential for a strong convective instability that might explain the earlier onset of turbulence within the array wake. The dominant modes of streak instability are primarily sustained by the spanwise gradients associated with the streaks and lead to integrated logarithmic amplification factors (N factors) approaching 7 over the first ramp of the scaled Hyper-X forebody, and substantially higher over the second ramp. Additional computations are presented to shed further light on the effects of both trip geometry and the presence of a compression corner on the evolution of the streaks.

Choudhari, Meelan↗
NASA NTRS2009

Medical Operational Challenges in the Expedition 16 Landing and Recovery

On April 19, 2008 the crew of Expedition 16 left the International Space Station and returned to earth via their Soyuz TMA-11 capsule after 192 days on orbit. Their capsule experienced the second consecutive and third ballistic reentry in the last 10 TMA recoveries and landed approximately 260 miles (420 km) from the prime landing site. Issues: The purpose of this presentation will be to describe, not only the typical medical operational challenges faced by Flight Surgeons recovering a long duration crew from space, but also address the unique challenges that existed with the Expedition 16 landing and crew recovery. Nominal Soyuz recovery challenges include remote recovery sites with crew exposures to sleep shifting and fatigue, dehydration, hypothermia and hyperthermia, and rotational, sustained, and impact g-forces. These environmental factors coupled with the patho-physiologic neuro-vestibular and orthostatic intolerance changes that occur secondary to the crews reintroduction into the earth s gravity field will be detailed. Additional challenges that were unique to this expedition included a ballistic reentry with higher g-loads, the presence of fire outside of the capsule on landing, a contingency medical event of a ground support personnel, and loss of communications with the crew just prior to landing and during recovery operations. Conclusions: In spite of these unique challenges the Russian Search and Rescue Forces and Medical Support personnel along with U.S. Medical Support performed well together. Possible improvements in training and coordination will be discussed.

Moynihan, S.↗
NASA NTRS2015

Is the Electron Avalanche Process in a Martian Dust Devil Self-Quenching?

Viking era laboratory experiments show that mixing tribocharged grains in a low pressure CO2 gas can form a discharge that glows, indicating the presence of an excited electron population that persists over many seconds. Based on these early experiments, it has been predicted that martian dust devils and storms may also contain a plasma and new plasma chemical species as a result of dust grain tribo-charging. However, recent results from modeling suggest a contrasting result: that a sustained electron discharge may not be easily established since the increase in gas conductivity would act to short-out the local E-fields and quickly dissipate the charged grains driving the process. In essence, the system was thought to be self-quenching (i.e., turn itself off). In this work, we attempt to reconcile the difference between observation and model via new laboratory measurements. We conclude that in a Mars-like low pressure CO2 atmosphere and expected E-fields, the electron current remains (for the most part) below the expected driving tribo-electric dust currents (approx. 10 microA/m(exp. 2)), thereby making quenching unlikely.

Electron↗
DOE OSTI2025

Constraints on light QCD and CP-violating axions from the death line of rotation-powered pulsars

For axions that couple to nucleons, the presence of dense nuclear matter can displace the axion from its vacuum minimum, sourcing large field gradients around neutron stars (and, more generally, compact objects). These gradients, which we refer to as axion hair, couple to the local background magnetic field, inducing a large voltage drop near the surface of the star; here, we demonstrate that the presence of axion hair decouples local near-field particle acceleration in the open magnetic field line bundle from the rotational frequency of the pulsar itself. This is significant as the non-observation of old slowly-rotating pulsars is attributed to the fact the rotationally-induced electric fields are not strong enough to sustain $e^\pm$ pair production. In this work, we review the evidence for the existence for `pulsar death', i.e. the threshold at which $e^\pm$ pair production (and thus, by association, coherent radio emission) ceases, and demonstrate using both semi-analytics and particle-in-cell simulations that the existence of axion hair can dramatically extend pulsar lifetimes. We show that the non-observation of extremely old, slowly rotating, pulsars allows for a new probe of light QCD and CP-violating axions. We also demonstrate how the observation of emission from both poles of pulsars with nearly orthogonal rotational and magnetic axes, as seen e.g. in PSR J1906+0746, can be used to set competitive limits on CP-violating axion-nucleon interactions.

Witte, Samuel J. [Oxford U., Theor. Phys.; DESY; H↗
NASA NTRS2016

Stability of the Early Mars Atmosphere to Collapse into Permanent Polarcaps

The presence of a permanent CO2 polar ice cap on Mars has important consequences for the planet's climate system. The heat balance of such a cap, which is determined mainly by atmospheric heat transport, and the downward solar in infrared radiative fluxes, determines its surface temperature, which through the vapor pressure relation sets the mean annual surface pressure. On Mars today, for example, the south residual CO2 cap is present year-round with a mean annual temperature of approximately 145 K which corresponds to a mean annual CO2 vapor pressure of approximately 600 Pa. On early Mars, permanent polar caps are also possible especially since the sun was less luminous 3.5-4.0 Gya. Thus, the existence of permanent polar caps on early Mars is central to understanding the nature of the planets climate system in those ancient times and whether or not the atmosphere might have been capable of sustaining conditions suitable for liquid water flowing over the surface as is indicated in the geological record. Forget et al [1] showed that for present orbital properties atmospheric collapse into permanent polar caps could only be prevented for surface pressures roughly between 500 - 3000 hPa. Though follow-on studies confirm and extend the Forget et al. results [2], the full sensitivity of this "window" of stability has not been explored. There are many factors to consider such the albedo of the caps, dust content of the atmosphere, and the presence of water ice clouds. However, we begin our exploration of the stability of the early Martian atmosphere by focusing on the role of CO2 ice clouds. In some preliminary simulations with the Ames Mars General Circulation Model (GCM) we found that atmospheric collapse depends on assumptions regarding the fate of CO2 ice clouds. If, for example, we assume the clouds immediately fall to the surface, then in some cases collapse is favored. On the other hand if the clouds are allowed to fall and evaporate, collapse can be averted. This implies that CO2 ice cloud microphysics is important to the overall stability of the atmosphere. Though the Ames GCM has a sophisticated CO2 cloud microphysics package that includes nucleation, growth, and sedimentation (see accompanying poster by Kahre et al. [3]), we have implemented a simpler scheme based on the Forget et al. [1] approach to CO2 ice clouds. Our goal is to reproduce and expand their study. The key parameter in this approach is the concentration and vertical distribution of cloud condensation nuclei (CCN), i.e., dust particles. Fewer CCN lead to larger particles which fall faster, while higher CCN concentrations lead to smaller particles and thicker clouds that remain suspended for longer periods of time. We plan to explore the stability of the atmosphere to CCN concentrations and distributions and then assess the capability of thick early atmospheres to loft and distribute dust particles (CCN) around the planet. Thus, our work will shed light on the nature of the coupling between the dust and CO2 cycles and the implications it has for the early Mars climate system.

ice cap↗
DOE OSTI2022

Enhanced Laplace Pressures for Functional Surfaces: Wicking, Switchability, and Selectivity

Abstract Wetting functionalities of rough surfaces are largely determined by the Laplace pressure generated across liquid–gas interfaces formed within surface structures. Typically, rough wetting surfaces create negative Laplace pressures, enabling capillary wicking, while rough non‐wetting surfaces create positive Laplace pressures, exhibiting fluid repellency. Here, with microfabricated reentrant structures, it is shown that the same surface can exhibit either a negative or positive Laplace pressure, regardless of its intrinsic wettability. This material‐independent Laplace pressure duality enables or enhances a range of wetting functionalities including wicking, switchability, and selectivity. On the same surface, capillary rise, capillary dip, and the combination of the two which leads to further enhancement of the total sustainable capillary height and Laplace pressure, the driving force for wicking is demonstrated. Further, active switching of wetting states between the hemiwicking and the repellent Cassie state on reentrant structures is shown. Moreover, with a water‐hexane mixture system, selective wetting of reentrant structures are demonstrated, that is, water can be selectively wicked or repelled in the presence of hexane, and vice versa. These functionalities are achieved, which would typically require complex chemical coatings, solely using surface structures, thus largely expanding the design space for a wide range of thermofluidic applications.

36 MATERIALS SCIENCE↗
NASA NTRS1994

Widespread fatigue damage monitoring: Issues and concerns

This paper is intended to illustrate the considerable effect that small in-service undetectable multi-site-damage (MSD) can have on the residual strength capability of aging aircraft structures. In general, very few people in the industry believe that tiny cracks of undetectable size are a problem because they know that many aircraft have been able to survive much larger damage. In fact they have been certified for this large damage capability. However, this is not the issue. The real issue is the effect the tiny cracks, at multiple sites, have on the large damage capability which the industry has become accustomed to expect and which the aircraft have been certified to sustain. The concern is that this message does not appear to be fully understood by many people outside the fracture community. The prime purpose of this paper, therefore, has been to convey this message by describing in simple terms the net section yielding phenomenon in ductile materials which causes loss in lead crack residual strength in the presence of MSD. The explanation continues with a number of examples on complex stiffened structures, using the results of previous finite element analyses, which illustrate that the effect of MSD is extremely sensitive to structural configuration. It is hoped that those members of the aviation community who believe that tiny cracks are not a problem will read this paper very carefully.

Swift, T.↗
DOE OSTI2025

Sustainable forest management for carbon, wood and biodiversity must consider natural disturbance regimes

Abstract Forests provide multiple benefits that include sequestering carbon, supporting biodiversity, and providing wood products. Managing temperate forests to achieve these benefits sustainably is challenging given the legacy of past human impacts, the complexity of forest development, and increasing but unpredictable disturbances. These intricacies prompted debate about the most effective management of temperate forests to achieve climate mitigation while sustaining forest productivity, regeneration, and diversity. Most research focused on management impacts under relatively stable environmental conditions, whereas forests are facing increasingly frequent and more severe climatic and biotic disturbances. Here, we used a regionally calibrated forest growth model to simulate the effects of forest management on carbon, biodiversity, and wood production under prevalent natural disturbances in the northeastern US. We developed scenarios combining forest management and disturbance regimes based on assumptions of species-specific tree regeneration and mortality rates. We compared passive management with no cutting that prioritizes maintaining existing forest trees with two common regional harvest practices: exploitative timber harvest that prioritizes short-term wood production and regenerative timber harvest that prioritizes regenerating biodiverse native forest tree seedlings. In the absence of natural disturbance, no cutting provides 41% higher forest carbon storage and 50% higher tree structural diversity after 100 years than exploitative or regenerative practices. The presence of drought, windstorm, pest, and disease disturbances altered these outcomes. Regenerative forest management provides 25% higher forest carbon storage and 26% higher tree structural diversity after 100 years than no cutting. Our results demonstrate that wood products and their carbon storage and fossil emission avoidance are important for determining the total climate benefits of forest management under natural disturbances. Our findings highlight that natural disturbance regimes should be considered when selecting management to promote multiple forest benefits, suggesting the need for tailored as opposed to one-size-fits-all policies to sustainably manage temperate forests worldwide.

Liu, Weier (ORCID:0000000265914239)↗
DOE OSTI2023

Controlling the toxicity of biomass-derived difunctional molecules as potential pharmaceutical ingredients for specific activity toward microorganisms and mammalian cells

A biomass-derived difuran compound, denoted as HAH (HMF–acetone–HMF), synthesized by aldol-condensation of 5-hydroxyfurfural (HMF) and acetone, can be partially hydrogenated to provide an electron-rich difuran compound (PHAH) for Diels–Alder reactions with maleimide derivatives. The nitrogen (N) site in the maleimide can be substituted by imidation with amine-containing compounds to control the hydrophobicity of the maleimide moiety in adducts of furans and maleimide by Diels–Alder reaction, denoted as norcantharimides (Diels–Alder adducts). The structural effects on the toxicity of various biomass-derived small molecules synthesized in this manner to regulate biological processes, defined as low molecular weight (≤1000 g mol -1 ) organic compounds, were investigated against diverse microbial and mammalian cell types. The biological toxicity increased when hydrophobic N-substitutions and C[double bond, length as m-dash]C bonds were introduced into the molecular structure. Among the synthesized norcantharamide derivatives, some compounds demonstrated pH-dependent toxicities against specific cell types. Reaction kinetics analyses of the norcantharimides in biological conditions suggest that this pH-dependent toxicity of norcantharimides could arise from retro Diels–Alder reactions in the presence of a Brønsted acid that catalyzes the release of an N-substituted maleimide, which has higher toxicity against fungal cells than the toxicity of the Diels–Alder adduct. These synthetic approaches can be used to design biologically-active small molecules that exhibit selective toxicity against various cell types (e.g., fungal, cancer cells) and provide a sustainable platform for production of prodrugs that could actively or passively affect the viability of infectious cells.

60 APPLIED LIFE SCIENCES↗