Sulfur-containing compounds from Scorodocarpus borneensis and their antimicrobial activity

Lim, Haeyoung; Kubota, Kikue; Kobayashi, Akio; Sugawara, Fumio

doi:10.1016/s0031-9422(97)00961-8

Cited by 18 publications

(11 citation statements)

References 8 publications

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“…2,4,5,7-Tetrathiaoctane-4,4-dioxide ( 8), together with several other S-oxides (such as 9), occurs in the fruit of Scorodocarpus borneensis (also known 'wood garlic'), which belongs to the Olaceae family, grows naturally on the island of Borneo and on the Malay peninsula, and whose fruit is locally used as a seasoning. 41 This thiosulfonate is active against a range of bacteria and fungi, such as B. subtilis, Pseudomonas aeruginosa, E. coli, C. albicans, Saccharomyces cervisiae, Mucor racemosus and Aspergillus niger, with minimum inhibitory concentrations around 50 lg ml −1 . 41 This thiosulfonate was less active, yet more widely applicable than penicillin (for bacteria) and nystatin (for fungi).…”

Section: Allicin: Antibiotic Thiosulfinates and Thiosulfonatesmentioning

confidence: 99%

“…41 This thiosulfonate is active against a range of bacteria and fungi, such as B. subtilis, Pseudomonas aeruginosa, E. coli, C. albicans, Saccharomyces cervisiae, Mucor racemosus and Aspergillus niger, with minimum inhibitory concentrations around 50 lg ml −1 . 41 This thiosulfonate was less active, yet more widely applicable than penicillin (for bacteria) and nystatin (for fungi). The three thiosulfonates 2,3,5,7-tetrathiaoctane-3,3-dioxide (10), methyl methanethiosulfonate (11) and 2,3,5trithiahexane-3,3-dioxide (12) have recently been isolated from the bark of Scorodophloeus zenkeri, a small tree from central Africa, which has a distinct smell of garlic (its seeds, bark and wood are locally used as spices).…”

Section: Allicin: Antibiotic Thiosulfinates and Thiosulfonatesmentioning

confidence: 99%

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A scent of therapy: pharmacological implications of natural products containing redox-active sulfur atoms

2006

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A range of sulfur-containing natural products from plants, fungi, bacteria and animals have recently been investigated to determine their therapeutic potential. Preliminary in vitro and in vivo studies of compounds such as ergothioneine, ovothiols, allicin, leinamycin, varacin, lenthionine and diallyltetrasulfide have provided evidence for antioxidant, antibacterial, antimicrobial, antifungal and anticancer properties. The biological activity of these compounds is the result of specific chemical properties which converge in chemotypes such as thiols, disulfides, sulfenic and sulfinic acids,thiosulfinates, sulfoxides, sulfones and polysulfides. Redox-activity, catalysis, metal binding, enzyme inhibition and radical generation allow reactive sulfur species to interact with oxidative stressors, to affect the function of redox-sensitive cysteine proteins and to disrupt the integrity of DNA and cellular membranes. In some cases, the biological activity of sulfur-containing plant products depends on initial enzymatic activation, which allows thiosulfinates and isothiocyanates to be generated with high target selectivity. Not surprisingly, research into the biochemical and pharmacological properties of the lesser known sulfur chemotypes is rapidly gathering momentum.

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Section: Allicin: Antibiotic Thiosulfinates and Thiosulfonatesmentioning

confidence: 99%

Section: Allicin: Antibiotic Thiosulfinates and Thiosulfonatesmentioning

confidence: 99%

A scent of therapy: pharmacological implications of natural products containing redox-active sulfur atoms

2006

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“…Further work to explore these patterns is underway. (Lim et al, 1998). We have found that including chemical motifs in the production of molecules by life more than doubles the fraction of molecules produced by life for the CNOPSH molecules of non-H atoms.…”

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confidence: 93%

Toward a List of Molecules as Potential Biosignature Gases for the Search for Life on Exoplanets and Applications to Terrestrial Biochemistry

2016

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Thousands of exoplanets are known to orbit nearby stars. Plans for the next generation of space-based and ground-based telescopes are fueling the anticipation that a precious few habitable planets can be identified in the coming decade. Even more highly anticipated is the chance to find signs of life on these habitable planets by way of biosignature gases. But which gases should we search for? Although a few biosignature gases are prominent in Earth's atmospheric spectrum (O 2 , CH 4 , N 2 O), others have been considered as being produced at or able to accumulate to higher levels on exo-Earths (e.g., dimethyl sulfide and CH 3 Cl). Life on Earth produces thousands of different gases (although most in very small quantities). Some might be produced and/or accumulate in an exo-Earth atmosphere to high levels, depending on the exo-Earth ecology and surface and atmospheric chemistry.To maximize our chances of recognizing biosignature gases, we promote the concept that all stable and potentially volatile molecules should initially be considered as viable biosignature gases. We present a new approach to the subject of biosignature gases by systematically constructing lists of volatile molecules in different categories. An exhaustive list up to six non-H atoms is presented, totaling about 14,000 molecules. About 2500 of these are CNOPSH compounds. An approach for extending the list to larger molecules is described. We further show that about one-fourth of CNOPSH molecules (again, up to N = 6 non-H atoms) are known to be produced by life on Earth. The list can be used to study classes of chemicals that might be potential biosignature gases, considering their accumulation and possible false positives on exoplanets with atmospheres and surface environments different from Earth's. The list can also be used for terrestrial biochemistry applications, some examples of which are provided. We provide an online community usage database to serve as a registry for volatile molecules including biogenic compounds.

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“…The few phytochemical studies devoted to this plant allowed the isolation and characterization of flavonoid glycosides such as lucenin-2; vicenin-2; isoschaftoside; some megastigmanes which include grasshopper ketone and blumenol B 122 ; series of alkyl-sulfurs 123 ; the sesquiterpene scodopin 124 ; and the tryptamine derivatives scorodocarpines A-C. 124 The medicinal property of the plant and its smell are due to the alkyl-sulfurs.…”

Section: Phytopharmacologymentioning

confidence: 99%

Alkaloids

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2014

Lead Compounds From Medicinal Plants for the Treatment of Neurodegenerative Diseases

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Sulfur-containing compounds from Scorodocarpus borneensis and their antimicrobial activity

Cited by 18 publications

References 8 publications

A scent of therapy: pharmacological implications of natural products containing redox-active sulfur atoms

A scent of therapy: pharmacological implications of natural products containing redox-active sulfur atoms

Toward a List of Molecules as Potential Biosignature Gases for the Search for Life on Exoplanets and Applications to Terrestrial Biochemistry

Alkaloids

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