ChemInform Abstract: STRUCTURE‐ACTIVITY RELATIONSHIP IN A NEW SERIES OF ATROPINE ANALOGS. 1. N,N′‐DISUBSTITUTED 6,7‐DIAZABICYCLO(3.2.2)NONANE DERIVATIVES

Cherkez, S.; Yellin, H.; Kashman, Y; Yaavetz, Bella; Sokolovsky, M.

doi:10.1002/chin.197921327

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2021

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“…Although significantly less potent than atropine (EC 50 0.98 ± 0.25 nM), compounds 4 and 9 were the most potent among all the alkaloids tested, with EC 50 values of 3.6 ± 0.74 and 7.83 ± 0.36 μM, respectively (Table ). These observations are consistent with the structure–activity relationships of atropine as a muscarinic receptor antagonist. , The absence of the basic tropanyl nitrogen atom in all the tested alkaloids probably precluded them from achieving optimal binding interaction with the muscarinic receptors.…”

Section: Resultssupporting

confidence: 85%

Monomeric, Dimeric, and Trimeric Tropane Alkaloids from Pellacalyx saccardianus

et al. 2021

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Seven new tropane alkaloids, including five monomeric (1−5), one dimeric (6), and one trimeric (7) 3αnortropane 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.

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Section: Resultssupporting

confidence: 85%