Monomeric, dimeric, and trimeric tropane alkaloids from pellacalyx saccardianus

Chan, Zi-Yang and Krishnan, Premanand and Modaresi, Sayed Mohammadhossein and Hii, Ling-Wei and Mai, Chun-Wai and Lim, Wei-Meng and Leong, Chee-Onn and Low, Yun-Yee and Wong, Soon-Kit and Yong, Kien-Thai and Leong, Alyssa Zi-Xin and Lee, Mei-Kee and Ting, Kang-Nee and Lim, Kuan-Hon (2021) Monomeric, dimeric, and trimeric tropane alkaloids from pellacalyx saccardianus. Journal of Natural Products, 84 (8). pp. 2272-2281. ISSN 0163-3864, DOI https://doi.org/10.1021/acs.jnatprod.1c00374.

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Abstract

Seven new tropane alkaloids, including five monomeric (1-5), one dimeric (6), and one trimeric (7) 3 alpha-nortropane ester, along with two known monomeric nortropane alkaloids (8 and 9), were isolated from the leaves and bark of Pellacalyx saccardianus. Their structures, including the absolute configuration of the enantiomeric pair of (+/-)-6, were elucidated by comprehensive spectroscopic analyses. Alkaloids 6 and 7 showed cytotoxicity toward human pancreatic cancer cell lines (AsPC-1, BxPC3, PANC-1, and SW1990). Alkaloids 1, 4, and 9 induced a smooth muscle relaxation effect comparable to that of atropine (E-max 106.1 +/- 7.5%, 97.0 +/- 5.2%, 100.9 +/- 1.4%, 111.7 +/- 1.7%, respectively) on isolated rat tracheal rings.

Item Type: Article
Funders: UNSPECIFIED
Uncontrolled Keywords: Atropine analog;Serythroxylum;Spectroscopy;Leaves;Series;Amines;Plants
Subjects: R Medicine
R Medicine > RS Pharmacy and materia medica
R Medicine > RV Botanic, Thomsonian, and eclectic medicine
Divisions: Faculty of Medicine
Depositing User: Ms Zaharah Ramly
Date Deposited: 14 Sep 2022 06:58
Last Modified: 14 Sep 2022 06:59
URI: http://eprints.um.edu.my/id/eprint/34494

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