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Monomeric, Dimeric, and Trimeric Tropane Alkaloids from Pellacalyx saccardianus

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posted on 2021-08-03, 14:36 authored by Zi-Yang Chan, Premanand Krishnan, Sayed Mohammadhossein Modaresi, Ling-Wei Hii, Chun-Wai Mai, Wei-Meng Lim, Chee-Onn Leong, Yun-Yee Low, Soon-Kit Wong, Kien-Thai Yong, Alyssa Zi-Xin Leong, Mei-Kee Lee, Kang-Nee Ting, Kuan-Hon Lim
Seven new tropane alkaloids, including five monomeric (15), one dimeric (6), and one trimeric (7) 3α-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 (Emax 106.1 ± 7.5%, 97.0 ± 5.2%, 100.9 ± 1.4%, 111.7 ± 1.7%, respectively) on isolated rat tracheal rings.

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