Chalepensin Explained

Chalepensin is a chemical compound of the furanocoumarin class. Originally isolated in 1967 from fringed rue (Ruta chalepensis),[1] from which it derives its name, it has also been found in other plants of the genus Ruta including common rue (Ruta graveolens)[2] and mountain rue (Ruta montana).[3]

Chemical properties

Chalepensin forms colorless crystalline needles with a melting point of 82-83 °C.[4]

Research

Chalepensin has been shown to have antifertility effects in female rats.[2] [5] [6] This may be the result of toxic effects chalepensin has on the ovaries.[5] This antifertility effect may provide some scientific evidence in support of the traditional uses of fringed rue[6] and modern use of rue oil (oil from plants of the genus Ruta) in South America[7] as an abortifacient.

Chalepensis has also been shown to have antibacterial activity against Streptococcus mutans and methicillin-resistant Staphylococcus aureus (MRSA).[8]

Related compounds

Several chemical compounds that have the same core chemical structure as chalepensin are known, including chalepin, rutamarin, 5-methoxychalepensin, and 5,8-dimethoxychalepensin.

Notes and References

  1. Chalepensin, chalepin, and chalepin acetate, three novel furocoumarins from ruta chalepensis . Brooker, Robert M.; Eble, John N.; Starkovsky, Nicolas A. . Lloydia . 1967 . 30 . 1 . 73–77 .
  2. 10.1055/s-2006-961917 . Antifertility Principle of Ruta graveolens . 1989 . Kong . Y. . Lau . C. . Wat . K. . Ng . K. . But . P. . Cheng . K. . Waterman . P. . Planta Medica . 55 . 2 . 176–178 . 2748734 .
  3. 10.1016/S0031-9422(99)00486-0 . Alkaloids from Ruta montana . 2000 . Touati . Driss . Atta-Ur-Rahman . Ulubelen . Ayhan . Phytochemistry . 53 . 2 . 277–279 . 10680183 .
  4. 10.1002/jccs.200300024 . Cytotoxic and Antiplatelet Aggregation Principles of Ruta Graveolens . 2003 . 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 . Journal of the Chinese Chemical Society . 50 . 171–178 .
  5. 10.1002/ptr.2650080409 . Antifertility effects of some coumarins isolated from Ruta chalepensis andR. Chalepensis var.latifolia in rodents . 1994 . Ulubelen . A. . Ertugrul . L. . Birman . H. . Yigit . R. . Erseven . G. . Olgac . V. . Phytotherapy Research . 8 . 4 . 233–236 . 85292230 .
  6. 10.3390/molecules26061609 . free . Chalepin and Chalepensin: Occurrence, Biosynthesis and Therapeutic Potential . 2021 . Nahar . Lutfun . Al-Majmaie . Shaymaa . Al-Groshi . Afaf . Rasul . Azhar . Sarker . Satyajit D. . Molecules . 26 . 6 . 1609 . 33799365 . 7999183 .
  7. 10.1081/CLT-120021104 . Herbal Infusions Used for Induced Abortion . 2003 . Ciganda . Carmen . Laborde . Amalia . Journal of Toxicology: Clinical Toxicology . 41 . 3 . 235–239 . 12807304 . 44851492 .
  8. 10.3390/molecules26041114 . free . 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 . 2021 . Al-Majmaie . Shaymaa . Nahar . Lutfun . Rahman . M. Mukhlesur . Nath . Sushmita . Saha . Priyanka . Talukdar . Anupam Das . Sharples . George P. . Sarker . Satyajit D. . Molecules . 26 . 4 . 1114 . 33669881 . 7923287 .

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