• Archives of Pharmacal Research
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• 제21권5호
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• pp.591-594
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• 1998

The structural analogues of cumambrin B(1, 2, 3, 4) were isolated from the flower of Chrysnathemum boreale Makino. The structures of compounds were determined by two-dimensional $^{1}H-^{1}H$ COSY and $^{13}C-^{1}H$ COSY spectra with the aid of homonuclear and heteronuclear double resonance experiment. The stereochemistry of compounds has been verified from single crystal X-ray diffraction of cumambrin A(2). the antimicrobial activities of these guaianolides have been studied.

• Applied Biological Chemistry
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• 제40권1호
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• pp.85-88
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• 1997

Chrysanthemum속(屬) 식물의 성분 및 생리활성물질에 대한 연구의 일환으로, 구절초 꽃의 chloroform 분획물을 재료로 B. subtilis, 및 V. aureus 및 v. parahaemolyticus에 대한 activity-guieded fractionation을 실시하여 항균성 물질 두가지를 얻었다. 항균력실험 결과,화합물I은 $100\;{\mu}g/disk$의 농도에서 세가지균주 모두에 활성이 있었고 화합물 II는 B. subtilis와 V. parahaemolyticus에만 활성이 나타났다. 화합물 I과 화합물 II는 현재 식품보존료로 사용되는 benzoic acid 및 sorbic acid와 비교해볼 때, B. subtilis와 v. perahaemolyticus에 대하여 대략 5배정도 강한 항균력을 나타내었다. $^1H,\;^{13}C\;NMR,\;DEPT,\;^1H-^1H\;COSY,^{13}C-^1H\;COSY$ 및 Mass spectrum 등을 분석한 결과, 화합물 I과 II는 sesquiterpene lactone인 angeloylcumambrin B($C_{20}H_{25}O_5,$ MW=346)와 cumambrin A($C_{17}H_{25}O_5,\;W=346$)로 각각 동정되었으며 이들은 구절초에서는 처음 분리되었다.

• 생약학회지
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• 제29권3호
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• pp.243-247
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• 1998

A diverse panel of human tumor cell lines and a mouse melanoma cell line (B16-F1) were used for the cytotoxicity test of the nine sesquiterpene lactones with ${\beta}-methylene-{\gamma}-lactone$ group isolated from Hemisteptia lyrata, Chrysanthemum zawadskii and Chrysanthemum boreale. In the cell adhesion inhibitory activity test against B16-F1 mouse melanoma cell, hemistepcin B, cumambrin B, costunolide and tulipinolide were shown significant activities with $IC_{50}$ range of 2.2, 4.1, 0.9 and $0.3\;{\mu}g/ml$, respectively. In the cytotoxicity test against human tumor cells, the most active compound was costunolide having $IC_{50}$ values of below $0.3\;{\mu}g/ml$ against all the tested cell lines except for UACC62. Cumambrin A, hendelin and costunolide exhibited more strong activity against HCT15 and UO-31 cell lines than a positive control, adriamycin. All tested compounds showed an $IC_{50}$ values of below $5.0\;{\mu}g/ml$ against all the tested cell lines.

• 생약학회지
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• 제30권1호
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• pp.74-78
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• 1999

Nine sesquiterpene lactones, which were isolated from Hemisteptia lyrata Bunge, Chrysanthemum zawadskii Herbich var. latilobum Kitamura and Chrysanthemum boreale Makino were evaluated for the inhibition upon the nitric oxide release from the Raw cell and for the ACAT (acyl Co A: cholesterol acyltransferase) inhibitory assay. In the nitric oxide release inhibitory experiment, hemistepsin B $(IC_{50}\;=\;0.05\;{\mu}g/ml,\;0.15\;{\mu}M),$ cumambrin B, tulipinolide and costunolide exhibited strong inhibition with $IC_{50}$ values $0.05\;{\mu}g/ml\;(0.15\;{\mu}M),\;0.1\;{\mu}g/ml\;(0.38\;{\mu}M),\;0.2\;{\mu}g/ml\;(0.69\;{\mu}M)$ and $0.2\;{\mu}g/ml(0.86\;{\mu}M),$ respectively. In the ACAT inhibitory assay, angeloylcumambrin B, tigloylcumambrin B, tulipinolide and costunolide exhibited strong inhibition with $IC_{50}$ values $33\;{\mu}g/ml\;(95.4\;{\mu}M),\;22\;{\mu}g/ml\;(63.6\;{\mu}M),\;38\;{\mu}g/ml\;(151\;{\mu}M)$ and $17\;{\mu}g/ml(73.3\;{\mu}M),$ respectively, whereas other compounds did not exhibit significant activity against ACAT above $100\; {\mu}g/ml.$.