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Monomeric, Dimeric, and Trimeric Tropane Alkaloids from Pellacalyx saccardianus
Journal of Natural Products ( IF 3.3 ) Pub Date : 2021-08-03 , DOI: 10.1021/acs.jnatprod.1c00374 Zi-Yang Chan 1 , Premanand Krishnan 1 , Sayed Mohammadhossein Modaresi 1 , Ling-Wei Hii , Chun-Wai Mai 2 , Wei-Meng Lim , Chee-Onn Leong , Yun-Yee Low 3 , Soon-Kit Wong 3 , Kien-Thai Yong 4 , Alyssa Zi-Xin Leong 1 , Mei-Kee Lee 1 , Kang-Nee Ting 1 , Kuan-Hon Lim 1
Journal of Natural Products ( IF 3.3 ) Pub Date : 2021-08-03 , DOI: 10.1021/acs.jnatprod.1c00374 Zi-Yang Chan 1 , Premanand Krishnan 1 , Sayed Mohammadhossein Modaresi 1 , Ling-Wei Hii , Chun-Wai Mai 2 , Wei-Meng Lim , Chee-Onn Leong , Yun-Yee Low 3 , Soon-Kit Wong 3 , Kien-Thai Yong 4 , Alyssa Zi-Xin Leong 1 , Mei-Kee Lee 1 , Kang-Nee Ting 1 , Kuan-Hon Lim 1
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Seven new tropane alkaloids, including five monomeric (1–5), 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.
中文翻译：
来自 Pellacalyx saccardianus 的单体、二聚和三聚托烷生物碱
从叶子中分离出七种新的托烷生物碱，包括五种单体 ( 1 – 5 )、一种二聚体 ( 6 ) 和一种三聚体 ( 7 ) 3α-降托烷酯，以及两种已知的单体降托烷生物碱（8和9）Pellacalyx saccardianus 的树皮。它们的结构，包括 (±)- 6对映体对的绝对构型，通过综合光谱分析阐明。生物碱6和7对人胰腺癌细胞系（AsPC-1、BxPC3、PANC-1 和 SW1990）显示出细胞毒性。生物碱1、4和9在离体大鼠气管环上诱导的平滑肌松弛作用与阿托品相当（E max 106.1 ± 7.5%、97.0 ± 5.2%、100.9 ± 1.4%、111.7 ± 1.7%）。
更新日期：2021-08-27
中文翻译：
来自 Pellacalyx saccardianus 的单体、二聚和三聚托烷生物碱
从叶子中分离出七种新的托烷生物碱，包括五种单体 ( 1 – 5 )、一种二聚体 ( 6 ) 和一种三聚体 ( 7 ) 3α-降托烷酯，以及两种已知的单体降托烷生物碱（8和9）Pellacalyx saccardianus 的树皮。它们的结构，包括 (±)- 6对映体对的绝对构型，通过综合光谱分析阐明。生物碱6和7对人胰腺癌细胞系（AsPC-1、BxPC3、PANC-1 和 SW1990）显示出细胞毒性。生物碱1、4和9在离体大鼠气管环上诱导的平滑肌松弛作用与阿托品相当（E max 106.1 ± 7.5%、97.0 ± 5.2%、100.9 ± 1.4%、111.7 ± 1.7%）。
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