Matches in SemOpenAlex for { <https://semopenalex.org/work/W3176973669> ?p ?o ?g. }
- W3176973669 abstract "Abstract Mitragynine (MG) is the most abundant alkaloid component of the psychoactive plant material “kratom”, which according to numerous anecdotal reports shows efficacy in self-medication for pain syndromes, depression, anxiety, and substance use disorders. We have developed a synthetic method for selective functionalization of the unexplored C11 position of the MG scaffold (C6 position in indole numbering) via the use of an indole-ethylene glycol adduct and subsequent iridium-catalyzed borylation. Through this work we discover that C11 represents a key locant for fine-tuning opioid receptor signaling efficacy. 7-Hydroxymitragynine (7OH), the parent compound with low efficacy on par with buprenorphine, is transformed to an even lower efficacy agonist by introducing a fluorine substituent in this position (11-F-7OH), as demonstrated in vitro at both mouse and human mu opioid receptors (mMOR/hMOR) and in vivo in mouse analgesia tests. Low efficacy opioid agonists are of high interest as candidates for generating safer opioid medications with mitigated adverse effects." @default.
- W3176973669 created "2021-07-05" @default.
- W3176973669 creator A5006132811 @default.
- W3176973669 creator A5012227758 @default.
- W3176973669 creator A5021452033 @default.
- W3176973669 creator A5023007256 @default.
- W3176973669 creator A5041600847 @default.
- W3176973669 creator A5046551737 @default.
- W3176973669 creator A5058284215 @default.
- W3176973669 creator A5058961042 @default.
- W3176973669 creator A5070599989 @default.
- W3176973669 creator A5077225690 @default.
- W3176973669 creator A5077336005 @default.
- W3176973669 creator A5082192432 @default.
- W3176973669 creator A5083707254 @default.
- W3176973669 creator A5087943805 @default.
- W3176973669 date "2021-06-22" @default.
- W3176973669 modified "2023-10-18" @default.
- W3176973669 title "Site selective C–H functionalization of Mitragyna alkaloids reveals a molecular switch for tuning opioid receptor signaling efficacy" @default.
- W3176973669 cites W1951897616 @default.
- W3176973669 cites W1956858148 @default.
- W3176973669 cites W1965926793 @default.
- W3176973669 cites W1967957059 @default.
- W3176973669 cites W1974049279 @default.
- W3176973669 cites W1976825482 @default.
- W3176973669 cites W1984963453 @default.
- W3176973669 cites W1985353991 @default.
- W3176973669 cites W1986853599 @default.
- W3176973669 cites W1995158463 @default.
- W3176973669 cites W1996831990 @default.
- W3176973669 cites W1997836065 @default.
- W3176973669 cites W2032515355 @default.
- W3176973669 cites W2034279055 @default.
- W3176973669 cites W2044993464 @default.
- W3176973669 cites W2053616377 @default.
- W3176973669 cites W2055470487 @default.
- W3176973669 cites W2056353612 @default.
- W3176973669 cites W2059496985 @default.
- W3176973669 cites W2060296131 @default.
- W3176973669 cites W2068600506 @default.
- W3176973669 cites W2069483854 @default.
- W3176973669 cites W2078059199 @default.
- W3176973669 cites W2080645931 @default.
- W3176973669 cites W2082853057 @default.
- W3176973669 cites W2083799994 @default.
- W3176973669 cites W2084005417 @default.
- W3176973669 cites W2086824827 @default.
- W3176973669 cites W2087045420 @default.
- W3176973669 cites W2090157379 @default.
- W3176973669 cites W2091213218 @default.
- W3176973669 cites W2091801682 @default.
- W3176973669 cites W2092402126 @default.
- W3176973669 cites W2097156359 @default.
- W3176973669 cites W2110498029 @default.
- W3176973669 cites W2114664840 @default.
- W3176973669 cites W2126917006 @default.
- W3176973669 cites W2138107386 @default.
- W3176973669 cites W2146368136 @default.
- W3176973669 cites W2151720423 @default.
- W3176973669 cites W2164631251 @default.
- W3176973669 cites W2170316299 @default.
- W3176973669 cites W2176160743 @default.
- W3176973669 cites W2278572875 @default.
- W3176973669 cites W2318692681 @default.
- W3176973669 cites W2320821315 @default.
- W3176973669 cites W2327749385 @default.
- W3176973669 cites W2333120125 @default.
- W3176973669 cites W2339051409 @default.
- W3176973669 cites W2398657959 @default.
- W3176973669 cites W2409316741 @default.
- W3176973669 cites W2415126412 @default.
- W3176973669 cites W2462202077 @default.
- W3176973669 cites W2507665026 @default.
- W3176973669 cites W2530938854 @default.
- W3176973669 cites W2534798822 @default.
- W3176973669 cites W2557556606 @default.
- W3176973669 cites W2594860913 @default.
- W3176973669 cites W2596669968 @default.
- W3176973669 cites W2609700019 @default.
- W3176973669 cites W2617279801 @default.
- W3176973669 cites W2618384999 @default.
- W3176973669 cites W2730889053 @default.
- W3176973669 cites W2735027238 @default.
- W3176973669 cites W2745351785 @default.
- W3176973669 cites W2755773200 @default.
- W3176973669 cites W2769205387 @default.
- W3176973669 cites W2770319189 @default.
- W3176973669 cites W2772290079 @default.
- W3176973669 cites W2793807943 @default.
- W3176973669 cites W2794587166 @default.
- W3176973669 cites W2811416035 @default.
- W3176973669 cites W2883432449 @default.
- W3176973669 cites W2883959769 @default.
- W3176973669 cites W2884215484 @default.
- W3176973669 cites W2909204744 @default.
- W3176973669 cites W2917658072 @default.
- W3176973669 cites W2938341684 @default.
- W3176973669 cites W2947253157 @default.
- W3176973669 cites W2949967593 @default.
- W3176973669 cites W2950520270 @default.