狀芸香素(英語:Chalepensin)是一種呋喃香豆素類化合物。該化合物最初於1967年從敘利亞芸香(Ruta chalepensis)[1]中分離出來,並由此得名。在芸香屬的其他植物中也發現了這種物質,包括芸香[2]和山芸香。[3]
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狀芸香素形成無色針狀結晶,熔點為82-83 °C。[4]
狀芸香素已被證明對雌性大鼠具有抗生育作用。[2][5][6]這可能是狀芸香素對卵巢產生毒性作用的結果。[5]這種抗生育效應可能為南美傳統上使用敘利亞芸香[6]和現代使用芸香油(芸香屬植物提取的油)[7]作為墮胎藥的做法提供了一些科學依據。
狀芸香素還被證明對變異鏈球菌和耐甲氧西林金黃色葡萄球菌具有抗菌活性。[8]
已知幾種與狀芸香素具有相同核心化學結構的化合物,包括敘利亞芸香素、芸香內酯、5-甲氧基狀芸香素和5,8-二甲氧基狀芸香素。
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敘利亞芸香素
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芸香內酯
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5-甲氧基狀芸香素
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5,8-二甲氧基狀芸香素
Brooker, Robert M.; Eble, John N.; Starkovsky, Nicolas A. Chalepensin, chalepin, and chalepin acetate, three novel furocoumarins from ruta chalepensis. Lloydia. 1967, 30 (1): 73–77.
Kong, Y.; Lau, C.; Wat, K.; Ng, K.; But, P.; Cheng, K.; Waterman, P. Antifertility Principle of Ruta graveolens. Planta Medica. 1989, 55 (2): 176–178. PMID 2748734. doi:10.1055/s-2006-961917.
Wu, Tian-Shung; Shi, Li-Shian; Wang, Jhi-Joung; Iou, Song-Chou; Chang, Hsien-Chang; Chen, Yuh-Pan; Kuo, Yao-Haur; Chang, Ya-Ling; Tenge, Che-Ming. Cytotoxic and Antiplatelet Aggregation Principles of Ruta Graveolens. Journal of the Chinese Chemical Society. 2003, 50: 171–178. doi:10.1002/jccs.200300024.
Ulubelen, A.; Ertugrul, L.; Birman, H.; Yigit, R.; Erseven, G.; Olgac, V. Antifertility effects of some coumarins isolated from Ruta chalepensis andR. Chalepensis var.latifolia in rodents. Phytotherapy Research. 1994, 8 (4): 233–236. S2CID 85292230. doi:10.1002/ptr.2650080409.
Al-Majmaie, Shaymaa; Nahar, Lutfun; Rahman, M. Mukhlesur; Nath, Sushmita; Saha, Priyanka; Talukdar, Anupam Das; Sharples, George P.; Sarker, Satyajit D. Anti-MRSA Constituents from Ruta chalepensis (Rutaceae) Grown in Iraq, and in Silico Studies on Two of Most Active Compounds, Chalepensin and 6-Hydroxy-rutin 3′,7-Dimethyl ether. Molecules. 2021, 26 (4): 1114. PMC 7923287 . PMID 33669881. doi:10.3390/molecules26041114 .