Studies On The Chemical Constituents Of Callicarpa Kwangtungensis Chun

Callicarpa kwangtungensis, a deciduous shrub, belonging to the Verbenaceae family, is distributed in many provinces of Southwest China. It is used for treating hematemesis, swelling and pain in throat, bleeding, sore and ulcer by heat-toxin, and some kinds of gynecological disease in Traditional Chinese Medicine. The phytochemical and pharmacological research on C. kwangtungensis must be studied in depth, since the mechanism is not clear now.The chemical constituents of the methanol extract of the leaves of C. kwangtungensis have been investigated. By means of various chromatographic methods such as preparative TLC, silica gel c.c., MPLC, semi-preparative HPLC, 24 compounds have been isolated from the petroleum ether phase of the methanol extract. Their structures including absolute configurations were elucidated based on analysis of their NMR spectroscopic data and X-ray diffraction data. Twenty of the compounds are abietane type diterpenoids: callipene A(1), callipene B(2), callipene C(3), callipene D(4), 9β,13β-epidioxyabiet-8(14)-en-18-oic acid(5), holophyllin H(6), 9α,13α-epidioxyabiet-8(14)-en-18-oic acid(7), macrophypene E(8), abieta-8,11,13,15-tetraen-18-ol(9), abieta-8,11,13,15-tetraen-18-oic acid(10), 7α-hydroxyabieta-8,11,13,15-tetraen-18-oic acid(11), 7β-hydroxydehydroabietic acid(12), 4-epidehydroabietic acid(13), 7-oxodehydroabietic acid(14), 7α-methoxy-dehydroabietic acid(15), 7α-hydroxydehydroabietic acid(16), 16-nor-15-oxoabieta-8,11,13-trien-18-ol(17), 16-nor-15-oxoabieta-8,11,13-trien-18-oic acid(18), 8α,9α,13α,14α-diepoxyabietan-18-oic acid(19), angustanoic acid F(20); the rest of them are all sesquiterpenoids: clovane-2β,9α-diol(21), 7,8-epoxy-1(12)-caryophyllene-9β-ol(22), kobusone(23), caryophyllenol-II(24). Among them, 1–4 are new compounds, and 5–7, 9, 11, 15, 17, 18, 20 are obtained from the genus Callicarpa for the first time, while the rest compounds are all isolated from C. kwangtungensis firstly. And these compounds give clarification of the chemical substances of C. kwangtungensis.In order to explore the anti-inflammatory activities of the isolated compounds from C. kwangtungensis, nitric oxide(NO) inhibitory activities were evaluated. The result shows that compound 9, 12 and 24 can decrease the generation of NO obviously with IC50 value of 15.33 ± 0.38, 17.88 ± 3.16 and 13.64 ± 3.80 μM respectively. Compound 1, 2, 4, 5, 7, 8, 11, 15, 17, 18, 21 and 22 have the moderate effects.