Occurrence of Gerrardine in Cassipourea guianensis

Kato, Atsushi; Okada, Momoyo

doi:10.1021/np50034a024

Cited by 21 publications

(17 citation statements)

References 3 publications

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“…The IR spectrum indicated the presence of a ketone group, a carboxylic acid and double bonds, shown by absorption bands at 3438, 1730, 1707, and 1621 cm − 1 . The 1 H and 13 C NMR resonances for compound 1 were in close agreement with those of the reported 3-oxo-24-methylene cycloartan-26-ol [22,23]. The 13 C NMR spectrum indicated the presence of a ketone (δ C 216.9) and a carboxylic acid group carbon resonance (δ C 181.1).…”

Section: Resultssupporting

confidence: 85%

“…C. malosana is also reported to be closely related to, and often confused with, Cassipourea flanaganii Schinz (Alston) (Rhizophoraceae) and C. flanaganii is, used traditionally in South Africa as a skin-lightening agent [12]. The Cassipourea genus is reported to yield sulfur-containing compounds that include gerrardine [13], guinesine B, and guinesine C [14], sulfur-containing amides that include cassipoureamide A and B [15], euphane and lupane type triterpenoids [16,17], flavonols, flavonol glycoside and biflavonoids [18][19][20] and bioactive monocyclic diterpenoids [16] . Extractives from the stem bark of C. malosana, including 2 novel flavan dimers, were tested against human ovarian cancer cells and showed very little activity [21].…”

Section: Introductionmentioning

confidence: 99%

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Melanin Production Inhibitors from the West African Cassipourea congoensis

Takou

Waffo

Langat

et al. 2019

PMIO

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Cassipourea congoensis (syn. Cassipourea malosana) is used in African countries as a skin-lightening agent. Two previously unreported cycloartane triterpenoids, 26-hydroxy-3-keto-24-methylenecycloartan-30-oic acid 1 and 24-methylenecycloartan-3β,26,30-triol 2 along with the known mahuannin B 3, 7-methoxymahuannin B 4, 7-methoxygeranin A 5, methyl-3-(4-hydroxy-3-methoxyphenyl)-2E-propenoate, glycerol-1-alkanoate, (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enal 6 , (-)-syringaresinol 7, and stigmast-5-en-3-O-β-D-glucoside, were isolated from the roots of C. congoensis. The crude extract and compounds 1 and 5 were found to inhibit the production of melanin at 10 µM with low cytotoxicity validating the ethnomedicinal use of this plant.

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Section: Resultssupporting

confidence: 85%

Section: Introductionmentioning

confidence: 99%

Melanin Production Inhibitors from the West African Cassipourea congoensis

Takou

Waffo

Langat

et al. 2019

PMIO

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“…Its rarity in the Western Ghats and Eastern Ghats indicates its thinner population status and therefore warrants immediate actions for its conservation and restoration. Occurrence of Gerrardine (Kato et al 1984) and Sulfur-containing Amides Cassipoureamide -A and -B in the stem wood (Ichimaru et al 2000) of its closely related C. guianensis Aubl. can be a clue for further study of C. ceylanica for its chemical composition and to Note: Among the Rhizophoraceae this is the only genus with superior ovary.…”

Section: Jott Note 1(10): 530-532mentioning

confidence: 99%

Cassipourea ceylanica (Gardn.) Alston (1925) (Rhizophoraceae) in Karnataka

Mesta¹,

Hegde²,

Upadhya³

et al. 2009

J. Threat. Taxa

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“…The main component of the extract -gerrardine (183) -is a strong fungicidal agent. Guinesines A, B, C and G (184-187) also possess a high insecticidal activity [143][144][145]. The bark of C. guianensis yielded, in addition to gerrardine, two new minor alkaloids (187 and 188).…”

Section: Thiolanesmentioning

confidence: 99%

Pharmacologically Active Sulfur-Containing Compounds

Řezanka¹,

Sobotka²,

Spížek³

et al. 2006

AIAMC

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In addition to sulfur-containing compounds that form essential and indispensable constituents of all living cells, there is a plethora of less wide-spread sulfur-containing compounds with much less common and often unexpected properties, chemical structures and biological activities. Some of these compounds have long been known as efficient antibiotics. This review surveys these less known compounds with two and more sulfur atoms in their molecule. In particular, it deals with natural heterocyclic compounds isolated, e.g., from bacteria, fungi, lichens, plants, and animals but also from unusual and exotic sources such as sea invertebrates (coelenterates, sponges, tunicates, sea worms), etc. Compounds such as calicheamicins, thiazole-related compounds and epipolythiodioxopiperazines may serve as examples. Because of their vast variety, individual compounds are grouped according to their chemical structure (only compounds whose chemical structure has been identified are included). These compounds affect a huge array of organisms from microorganisms to man, and the pharmacological activities they exert range from antiviral, antibacterial, antifungal, insecticidal or antiprotozoan effects to regulation of gene expression, cytoskeleton disruption, immunomodulation, plant growth stimulation or inhibition, pro-or antioxidant action, effects on selected enzymes, receptors and signal transduction pathways, etc. The activities are however often known only sketchily, and this paucity of data, and the fact that the activities were tested on a diverse spectrum of test organisms, cell lines, etc., is of necessity reflected in our survey. Two seemingly trivial but important points deserve attention: (a) compounds with widely different structures and from widely different sources have often very similar pharmacological effects; (b) a slight modification in the molecule may bring vast changes in the biological effects of the compound, in terms of quality, quantity and targeting. The purpose of the review was to show both the unique and common features of these compounds and to point out their potential usefulness for mankind.

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Occurrence of Gerrardine in Cassipourea guianensis

Cited by 21 publications

References 3 publications

Melanin Production Inhibitors from the West African Cassipourea congoensis

Melanin Production Inhibitors from the West African Cassipourea congoensis

Cassipourea ceylanica (Gardn.) Alston (1925) (Rhizophoraceae) in Karnataka

Pharmacologically Active Sulfur-Containing Compounds

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