Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Methyl Quadrangularates A-D and Related Triterpenes from Combretum quadrangulare
Arjun Hari BANSKOTAYasuhiro TEZUKAKim Qui TRANKen TANAKAIkuo SAIKIShigetoshi KADOTA
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JOURNAL FREE ACCESS

2000 Volume 48 Issue 4 Pages 496-504

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Abstract

From the MeOH extract of leaves of Combretum quadrangulare, fifteen new cycloartane-type triterpenes, mehyl quadrangularates A-D (1-4) and N-P (8, 6, 12), methyl 24-epiquadrangularate C (5), quadrangularic acid E (9), 23-deoxojessic acid (10), 1-O-acetyl-23-deoxojessic acid (11), quadragularols A (7) and B (13) and norquadrangularic acids B (14) and C (15) were isolated together with two known cycloartane-type triterpenes, methyl 23-deoxojessate (16) and 4β, 14α-dimethyl-5α-ergosta-9β, 19-cyclo-24(31)-en-3β-hydroxy-4α-carboxylic acid (17). Betulinic acid (18), β-sitosterol (19), kamatakenin (20), isokaempferide (21), 5, 7, 4'-trihydroxy-3, 3'-dimethoxyflavone (22) and 5, 4'-dihydroxy-3, 7, 3'-trimethoxyflavone (23) were also obtained from the same extract. The structures of the new compounds were elucidated on the basis of spectral analysis and chemical conversions. All the isolated compounds were tested for their cytotoxicity towards highly liver metastatic murine colon 26-L5 carcinoma cells, and the cycloartane-type triterpenes showed various degrees of cytotoxicity, whereas all the flaconoids possessed strong cytotoxicity with ED50 values equal to or less than 6μM.

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© The Pharmaceutical Society of Japan
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