TY - JOUR
T1 - Argentatin C Analogues with Potential Antinociceptive Activity and Other Triterpenoid Constituents from the Aerial Parts of Parthenium incanum
AU - Xu, Ya Ming
AU - Wijeratne, E. M.Kithsiri
AU - Calderon-Rivera, Aida
AU - Loya-López, Santiago
AU - Perez-Miller, Samantha
AU - Khanna, Rajesh
AU - Gunatilaka, A. A.Leslie
N1 - Funding Information: Financial support for this work from National Institute of Neurological Disorders and Stroke (NS098772 and NS120663) and National Institute of Drug Abuse (DA042852) to R.K. is gratefully acknowledged. The authors thank Professor L.-J. Xuan, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, for providing HRMS data. Publisher Copyright: © 2023 The Authors. Published by American Chemical Society.
PY - 2023/6/6
Y1 - 2023/6/6
N2 - Four new triterpenes, 25-dehydroxy-25-methoxyargentatin C (1), 20S-hydroxyargentatin C (2), 20S-hydroxyisoargentatin C (3), and 24-epi-argentatin C (4), together with 10 known triterpenes (5-14) were isolated from the aerial parts of Parthenium incanum. The structures of 1-4 were elucidated by detailed analysis of their spectroscopic data, and the known compounds 5-14 were identified by comparison of their spectroscopic data with those reported. Since argentatin C (11) was found to exhibit antinociceptive activity by decreasing the excitability of rat and macaque dorsal root ganglia (DRG) neurons, 11 and its new analogues 1-4 were evaluated for their ability to decrease the excitability of rat DRG neurons. Of the argentatin C analogues tested, 25-dehydroxy-25-methoxyargentatin C (1) and 24-epi-argentatin C (4) decreased neuronal excitability in a manner comparable to 11. Preliminary structure-activity relationships for the action potential-reducing effects of argentatin C (11) and its analogues 1-4, and their predicted binding sites in pain-relevant voltage-gated sodium and calcium channels (VGSCs and VGCCs) in DRG neurons are presented.
AB - Four new triterpenes, 25-dehydroxy-25-methoxyargentatin C (1), 20S-hydroxyargentatin C (2), 20S-hydroxyisoargentatin C (3), and 24-epi-argentatin C (4), together with 10 known triterpenes (5-14) were isolated from the aerial parts of Parthenium incanum. The structures of 1-4 were elucidated by detailed analysis of their spectroscopic data, and the known compounds 5-14 were identified by comparison of their spectroscopic data with those reported. Since argentatin C (11) was found to exhibit antinociceptive activity by decreasing the excitability of rat and macaque dorsal root ganglia (DRG) neurons, 11 and its new analogues 1-4 were evaluated for their ability to decrease the excitability of rat DRG neurons. Of the argentatin C analogues tested, 25-dehydroxy-25-methoxyargentatin C (1) and 24-epi-argentatin C (4) decreased neuronal excitability in a manner comparable to 11. Preliminary structure-activity relationships for the action potential-reducing effects of argentatin C (11) and its analogues 1-4, and their predicted binding sites in pain-relevant voltage-gated sodium and calcium channels (VGSCs and VGCCs) in DRG neurons are presented.
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U2 - 10.1021/acsomega.3c02302
DO - 10.1021/acsomega.3c02302
M3 - Article
SN - 2470-1343
VL - 8
SP - 20085
EP - 20095
JO - ACS Omega
JF - ACS Omega
IS - 22
ER -