Acylglucosyl sterols from Momordica charantia

Guevara, Amelia; Lim-Sylianco, Clara Y.; Dayrit, Fabian M; Finch, Paul

doi:10.1016/s0031-9422(00)97832-4

Cited by 38 publications

(19 citation statements)

References 25 publications

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“…These characteristic signals suggested a steroid skeleton. Three olefinic proton signals at δ 5.35 (br, d, J 5.1 Hz), δ 5.15 (m) and at δ 5.05 (m) were attributed to H-6, H-22 and H-23, respectively, and together with the signal at δ 3.49 (m, 1 H, Hα-3) they are characteristic for ∆ 5,22 -3β-hydroxysterols 12,13,14 . Comparison of 13 C NMR spectrum (Table 1) and the 2D-HSQC spectrum with spectral data of related sterols found in the literature indicated that compound 1 is the sterol glycoside 3-O-β-D-glucopyranosylstigmasterol isolated as a peracetylated derivative.…”

Section: Resultsmentioning

confidence: 98%

Steroidal and triterpenoidal glucosides from Passiflora alata

Reginatto¹,

Kauffmann²,

Schripsema³

et al. 2001

J. Braz. Chem. Soc.

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Cinco glicosídeos foram isolados a partir das folhas de P. alata. Após extensivas análises espectroscópicas, as estruturas 1-5 foram identificadas como sendo o 3Adicionalmente, foram analisados, através de CCD, extratos hidroetanólicos de espécies de Passiflora existentes no sul do Brasil (P. actinia, P. caerulea, P. edulis var. flavicarpa, P. elegans, P. foetida, P. misera e P. tenuifila). A acumulação de saponinas foi verificada somente em Passiflora alata.Five glycosides were isolated from leaves of P. alata. The structures 1-5 were obtained through extensive spectral analyses as 3 (4) and 9 ,19-cyclolanost-24Z-en-3β,21,26-trihydroxy-3,26-di-O-gentiobiose (5). Comparison of the TLC profiles of the hydroethanolic extracts from leaves of other Passiflora species found in the south of Brazil (P. actinia, P. caerulea, P. edulis var. flavicarpa, P. elegans, P. foetida, P. misera and P. tenuifila) showed that only P. alata presented saponin accumulation.

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Section: Resultsmentioning

confidence: 98%

Steroidal and triterpenoidal glucosides from Passiflora alata

Reginatto¹,

Kauffmann²,

Schripsema³

et al. 2001

J. Braz. Chem. Soc.

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“…Thus, we concluded that acylglucosylsterols (1) is one of the active constituents of Ongael. Acylglucosylsterols are widely distributed in higher plants, such as Musa paradisiaca, 8) Typha latifolia, 9) Ficus carica, 10) Momordica charantia, 11) and Trichosanthes species, 12) and they were often isolated as a mixture of the compounds having the same glucosylsterol moiety with differences in the acylating fatty acid moiety. [9][10][11][12] The in vitro inhibitory effects of several acylglucosylsterols on proliferation of various cancer cells have been reported.…”

Section: Discussionmentioning

confidence: 99%

Studies on Palauan Medicinal Herbs. II. Activation of Mouse Macrophages RAW 264.7 by Ongael, Leaves of Phaleria cumingii (MEISN.) F. VILL. and Its Acylglucosylsterols

Matsuda

Tokunaga

Iwahashi

et al. 2005

Biological & Pharmaceutical Bulletin

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“…Typical mobile phases used for preparative-scale purification include various ratios of acetonitrile:water; methanol:water with the occasional addition of modifiers such as acetic acid or phosphoric acid. These mobile phases were used with flow rates ranging from 1-4 mL/min (21,23,26,42,52,53). Several cucurbitane-type triterpenoids have been isolated via preparative HPLC, but with low yields of pure compounds.…”

Section: B Preparative Hplcmentioning

confidence: 99%

“…(97). Another group of sterols that received considerable attention was a group of molecules known as charantin (Fig.4).…”

Section: Sterols From Momorcica Charantiamentioning

confidence: 99%