Quadranosides I−V, New Triterpene Glucosides from the Seeds of<i>Combretum quadrangulare</i>

Adnyana, I Ketut; Tezuka, Yasuhiro; Banskota, Arjun H.; Xiong, Quanbo; Tran, Kim Qui; Kadota, Shigetoshi

doi:10.1021/np990581+

Cited by 61 publications

(53 citation statements)

References 18 publications

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“…The presence of one C 6 H (δ C 68.7, δ H 5.11) in 5 and the absence of C 6 H 2 (δ C 18, δ H 1.41) in the 1 H, 13 C and DEPT spectra led to the identification of 5a as terminolic acid and 5b as 6-hydroxy asiatic acid in the ration 3-2. While the constituents of fraction 6 were identified as arjunolic acid 28-␤-glucopyranosyl ester 6a (Adnyana et al, 2000) and a homologue to asiatic acid 28-␤-glucopyranosyl ester 6b (Tsutomu et al, 1987) following the ratio 1/1. The Fig.…”

Section: Resultsmentioning

confidence: 99%

Antibacterial triterpenes from Syzygium guineense (Myrtaceae)

Djoukeng

Abou-Mansour

Tabacchi

et al. 2005

Journal of Ethnopharmacology

146

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Antibacterial bioassay-guided fractionation of Syzygium guineense leaf extracts afforded 10 triterpenes, namely betulinic acid 1, oleanolic acid 2, a mixture of 2-hydroxyoleanolic acid 3a, 2-hydroxyursolic acid 3b, arjunolic acid 4a, asiatic acid 4b, a mixture of terminolic acid 5a, 6-hydroxyasiatic acid 5b, and a mixture of arjunolic acid 28-␤-glucopyranosyl ester 6a and the asiatic acid 28-␤-glucopyranosyl ester 6b. Isolated compounds were submitted to an antibacterial assay system against gram-positive and -negative bacteria and human pathogen bacteria. Compounds 4a and 4b showed the most significant antibacterial activity against Escherichia coli, Bacillus subtilis and Shigella sonnei. The fraction 5a-5b was the least active, whereas compounds 1, 2 and the mixtures of 3a-3b and 6a-6b were inactive in the assays.

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Section: Resultsmentioning

confidence: 99%

Antibacterial triterpenes from Syzygium guineense (Myrtaceae)

Djoukeng

Abou-Mansour

Tabacchi

et al. 2005

Journal of Ethnopharmacology

146

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“…Gallic acid (238), methyl gallate (239) and 1-O-galloyl-6-O-(4-hydroxy-3,5-dimethoxy)benzoyl--D-glucose (240), was yielded from C. quadrangulare [ 29,65]. Ellagic acid derivatives were also identified from Combretum species.…”

Section: Others Compoundsmentioning

confidence: 99%

Phytochemical Constituents of Combretum Loefl. (Combretaceae)

Dawe¹

2013

TOPHARMCJ

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Abstract:Combretum is the largest and most widespread genus of Combretaceae. The genus comprises approximately 250 species distributed throughout the tropical regions mainly in Africa and Asia. With increasing chemical and pharmacological investigations, Combretum has shown its potential as a source of various secondary metabolites. Combretum extracts or isolates have shown in vitro bioactivitities such as antibacterial, antifungal, antihyperglycemic, cytotoxicity against various human tumor cell lines, anti-inflammatory, anti-snake, antimalarial and antioxidant effects. In vivo studies through various animal models have also shown promising results. However, chemical constituents and bioactivities of most species of this highly diversified genus have not been investigated. The molecular mechanism of bioactivities of Combretum isolates remains elusive. This review focuses on the chemistry of 261 compounds isolated and identified from 31 species of Combretum. The phytochemicals of interest are non-essential oil compounds belonging to the various structural groups such as terpenoids, flavonoids, phenanthrenes and stilbenoids.

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“…Based on the above results, the structure of 1 was identified as 2α,3α,24-trihydroxyurs-12,20(30)-dien-28-oic acid β-D-glucopyranosyl ester. The known compounds 2−7 were purified as white powders and characterized as 2α,3β,23-trihydroxyurs-12,20 (30)-dien-28-oic acid β-D-glucopyranosyl ester (2) [6] , 2α,3β, 23-trihydroxyurs-12-en-28-oic acid β-D-glucopyranosyl ester (3) [7] , 2α,3β,19α,24-tetrahydroxyurs-12-en-28-oic acid β-D-glucopyranosyl ester (4) [8] , 2α,3α,19α,24-tetrahydroxyurs-12-en-28-oic acid β-D-glucopyranosyl ester (5) [9] , niga-ichigoside F 2 (6) [9] , and niga-ichigoside F 1 (7) [9] , by comparison of their 1 H and 13 C NMR data with those reported, respectively. Compounds 2−6 were isolated from this plant for the first time.…”

Section: Resultsmentioning

confidence: 99%