Monoterpenoids and their glycosides from <i>Winchia calophylla</i>

Zhu, Weiming; Chen, Lu; Wang, Ye; Zhou, Jun; Hao, Xiao‐Jiang

doi:10.1080/10286020310001653228

Cited by 6 publications

(3 citation statements)

References 10 publications

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“…The stem bark of W. calophylla has been traditionally applied as a folk medicine in China to treat cough and asthma . Previous studies on the stem bark and root of W. calophylla , collected from Yunnan Province of China, have reported a number of indole alkaloids and some nonalkaloid compounds …”

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Terpenoid Indole Alkaloids from Winchia calophylla

Gan

Yang

et al. 2005

J. Nat. Prod.

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Three new indole alkaloids, N(4)-demethyl-12-methoxyalstogustine (1), 17-carboxyl-N(4)-methylechitamidine chloride (2), and 17-carboxyl-12-methoxy-N(4)-methylechitamidine chloride (3), along with 15 known alkaloids, were isolated from the ethanolic extract of the stem bark of Winchia calophylla. The structures of 1-3 were elucidated on the basis of spectroscopic means and chemical methods. The determination of relative configurations at C-19 and C-20 for 1-3 was aided by 13C NMR spectroscopic data. The absolute configurations of alkaloids 1-3 were determined by direct comparison of their CD spectra with those of known alkaloids. All the alkaloids were tested in cytotoxic assays against P-388 and A-549 tumor cell lines, and only two of them showed weak activity against the A-549 cell line.

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Terpenoid Indole Alkaloids from Winchia calophylla

Gan

Yang

et al. 2005

J. Nat. Prod.

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“…Unusual monoterpenoid glycosides were isolated from extracts of the stem bark of Winchia calophylla (93). The new compounds included two cyclodiglycosides, named wincaloside A 103 and wincaloside B 104.…”

Section: Acyclic Monoterpenoid Glycosidesmentioning

confidence: 99%

Astonishing diversity of natural surfactants: 7. Biologically active hemi‐ and monoterpenoid glycosides

Dembitsky

2006

Lipids

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This review article presents 90 hemi- and 188 monoterpenoid glycosides, isolated and identified from plants and microorganisms, that demonstrate different biological activities. These natural bioactive glycosides are good prospects for future chemical preparations from these compounds as antioxidants and as anticancer, antimicrobial, and antibacterial agents. These glycosidic compounds have been subdivided into several groups, including hemiterpenoids; acyclic, monocyclic, and bicyclic monoterpenoids; and iridoid monoterpenoids.

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“…(Apocynaceae) is native to the Yunnan and Hainan Provinces of China. It is widely used in Chinese folk medicine due to its powerful biological activities [10][11][12]. A series of indole alkaloids have been isolated previously from W. calophylla [13].…”

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Antifungal Indole Alkaloids from Winchia calophylla

et al. 2016

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Ten indole alkaloids (1-10) were obtained from an antifungal extract of Winchia calophylla, of which two (2 and 4) were new. N(4)-Methyl-10-hydroxyl-desacetylakuammilin (2) was an akuammiline-type indole alkaloid. N(1)-Methyl-echitaminic acid (4) was an unusual zwitterion with a basic vincorine-type skeleton. This is the first report of 10 in W. calophylla. The structures of all of the compounds were determined based on spectroscopic data, and their bioactivities were assessed. Compound 1 showed potent activity against the plant pathogenic fungi of Penicillium italicum and Fusarium oxysporum f.sp cubens with IC50 s of 10.4 and 11.5 µM, respectively, and 3 inhibited Rhizoctonia solani with an IC50 of 11.7 µM. Compounds 2 and 4 showed weak cytotoxicity against the human leukemic cell line HL-60 in vitro with IC50 s of 51.4 and 75.3 µM, respectively. Compounds 1 and 2 displayed weak activity against acetylcholinesterase with IC50 s around 61.3 and 52.6 µM, respectively.

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Monoterpenoids and their glycosides from Winchia calophylla

Cited by 6 publications

References 10 publications

Terpenoid Indole Alkaloids from Winchia calophylla

Terpenoid Indole Alkaloids from Winchia calophylla

Astonishing diversity of natural surfactants: 7. Biologically active hemi‐ and monoterpenoid glycosides

Antifungal Indole Alkaloids from Winchia calophylla

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