• Archives of Pharmacal Research
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• 제26권6호
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• pp.463-465
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• 2003

Four protostane-type triterpenes, alisol B 23-acetate (1a), alisol C 23-acetate (2a), alisol B(3a), and alisol A 24-acetate (4a), were isolated from the rhizome of Alismatis plantago-aquatica L. var. orientale Samuelson (Alismataceae) and eleven protostane derivatives (compounds 1-11) were obtained by selective modification from alisol B 23-acetate (1a). These compounds were investigated for their anti-complement activity against the classical pathway of the complement system. Alisol B (3a) and alisol A 24-acetate (4a) exhibited anti-complement activity with $IC_{50} values of 150 and 130 \mu$ M. Among the synthetic derivatives, the tetrahydroxylated protostane triterpene (9) showed moderate inhibitory activity with $IC_{50} value of 97.1 \mu$ M. Introduction of an aldehyde group at C-23 (10; $IC_{50} value, 47.7 \mu$ M) showed the most potent inhibitory effect on the complement system in vitro.

• 생약학회지
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• 제42권3호
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• pp.218-222
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• 2011

The purpose of this research is to study of inhibitory activity of protostane type triterpens against farnesyl-protein transferase (FPTase). The ingredients of Alismatis Rhizoma, alisol B 23-acetate, C 23-acetate, alisols B and A 24-acetate, and thirteen synthetic analogues from alisol B 23-acetate exhibited inhibition activity against FPTase by scintillation proximity assay method. As a result, alisol C 23-acetate, one of the constituents of Alismatis Rhizoma, the synthetic analogues carboxylated and hydroxylated on branch chain of protostane exhibited a significant inhibitory activity. However, the compounds significantly lowered the inhibitory activity, when there is no 3 position keto on protostane skeletone.

• Archives of Pharmacal Research
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• 제25권5호
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• pp.608-612
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• 2002

The twelve-protostane analogues were synthesized from alisol B 23-acetate and assessed for their in vitro antitumor activity against six different human and murine tumor cell lines. Of the compounds synthesized, 23S-acetoxy-24R(25)-epoxy-11$\beta$,23S-dihydroxyprotost-13(17)-en-3-hy-droxyimine (12) exhibited significant cytotoxic activities against A549, SK-OV3, B16-F10, and HT1080 tumor cells with $ED_{50}/$ values of 10.0, 8.7 ,5.2, and 3.1 ${\mu}g$/ml, respectively. Furthermore, 23S-acetoxy-13(17),24R(25)-diepoxy-11$\beta$-hydroxyprotost-3-one (5), 13(17),24R(25)-diepoxy-11$\beta$, 23S-dihydroxyprotostan-3-one (6), 24R,25-epoxy-11$\beta$,23S-dihydroxyprotost-13(17)-en-3-one (7), and 11$\beta$,23S,24R,25-tetrahydroxyprotost-13(17)-en-3-one (9) showed moderate cytotoxic activities against 816-F10 and HT1080 tumor cells. These results mean that a hydroxyimino group at C-3 position in the protostane-type terpene enhances cytotoxic activity.

• 분석과학
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• 제14권2호
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• pp.191-195
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• 2001

Sorbaria sorbifolia의 다양한 추출 및 정제방법에 의하여 protostane계 triterpenoid인 cucurbitacin D, F를 분리하여 그를 표준품으로 하여 S. sorbifolia에 함유된 cucurbitacin D, F를 정량하였다. 표준품으로서 cucurbitacin D, F는 $^1H$-NMR, FAB-MS, UV 등 각종 물리화학적자료에 의하여 구조 동정하였으며 그들은 YMC-Pack ODS-AQ(303)[$250{\times}4.6mm$ I.D., $S-5{\mu}m$, 120A]을 칼럼으로 사용한 고속액체 크로마토그래피에 의하여 분리하였다. Cucurbitacin D, F의 액체크로마토그래피에 의한 정량 분석 결과 cucurbitacin F의 경우 S. sorbifolia 시료에 10.73mg/kg으로 존재하였으나 cucurbitacin D는 검출되지 않았다. 또한 각종 암세포주에서 평균 $ED_{50}$값이 $0.1{\mu}g/mL$ 이하로서 강한 세포독성을 보였으며 이 두 화합물을 생쥐의 복강에 투여하였을 때 $LD_{50}$값은 각각 4.7, 2.5mg/kg/day로서 심한 급성독성을 나타내었다.