Steroidal Alkaloids with a Potent Analgesic Effect Based on N-type Calcium Channel Inhibition
- 3 September 2021
- journal article
- research article
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 24 (2), 467-471
- https://doi.org/10.1021/acs.orglett.1c02853
Abstract
Two distinctive alkaloids with 6/6/6/5/6/6 fused rings, in which a previously unidentified linkage of C-12/23 generates a rigid skeleton, resulting in a new subtype of steroidal alkaloid, were isolated from Veratrum grandiflorum. Compounds 1 and 2 showed potent analgesic effects in vivo, superior to the well-known analgesic, pethidine (Dolantin), likely by inhibiting CaV2.2 voltage-gated calcium channels.Keywords
Funding Information
- Second Tibetan Plateau Scientific Expedition and Research Program (2019QZKK0502)
- Yunnan Science and Technology Project (2019ZF003, 202001AW070015, 202105AE160006)
This publication has 25 references indexed in Scilit:
- Steroidal Alkaloids from Veratrum nigrum Enhance Glucose Uptake in Skeletal Muscle CellsJournal of Natural Products, 2015
- Huwentoxin-XVI, an analgesic, highly reversible mammalian N-type calcium channel antagonist from Chinese tarantula Ornithoctonus huwenaNeuropharmacology, 2014
- Construction of the Tricyclic A-B-C Core of the Veratrum AlkaloidsThe Journal of Organic Chemistry, 2013
- Biotransformation of Vermitaline by Cunninghamella echinulataHelvetica Chimica Acta, 2008
- Chemistry, bioactivity and geographical diversity of steroidal alkaloids from the Liliaceae familyNatural Product Reports, 2006
- Use-dependent blockade of Cav2.2 voltage-gated calcium channels for neuropathic painBiochemical Pharmacology, 2005
- Neoverataline A and B, two antifungal alkaloids with a novel carbon skeleton from Veratrum talienseTetrahedron, 2003
- Localization of N-type Ca 2+ channels in the rat spinal cord following chronic constrictive nerve injuryExperimental Brain Research, 2002
- Differential nociceptive responses in mice lacking the α1B subunit of N-type Ca2+ channelsNeuroReport, 2001
- Suppression of inflammatory and neuropathic pain symptoms in mice lacking the N-type Ca2+ channelThe EMBO Journal, 2001