A New 9-Methoxyyohimbine-Type Indole Alkaloid from Mitragyna africanus

Abstract

A new yohimbine-type indole alkaloid (1) was isolated from the stem bark of Mitragyna africanus (WILLD.) collected in Nigeria, along with known seven Corynanthe-type oxindole alkaloids, two secoiridoids, three lignans, and a quinovic acid derivative. Their structures were elucidated by spectroscopic analyses.

Simple, Sensitive, High-Throughput Method for the Quantification of Mitragynine in Rat Plasma Using UPLC-MS and Its Application to an Intravenous Pharmacokinetic Study

“…Mitragynine was further purified by recrystallization from ethyl acetate/ethanol. The 1 H NMR spectra of purified mitragynine agreed with data published previously [23] and the structure was further characterized through X-ray analysis [24]. The internal standard, amitriptyline hydrochloride, was purchased from Sigma-Aldrich (St. Louis, MO, USA).…”

Quantitative analysis of mitragynine in human urine by high performance liquid chromatography-tandem mass spectrometry

“…Leaves of kratom have been used by the natives of Southeastern Asian countries, including Thailand, Malaysia, and Myanmar since the early 19th century, because of the plant's analgesic and stimulant effects [2,3]. Kratom has been also used as a substitute for opium and for withdrawal treatment of morphine addicts [4]. The chemical structures and pharmacological properties of mitragynine and its analogues have been much studied [2,[4][5][6].…”

“…Kratom has been also used as a substitute for opium and for withdrawal treatment of morphine addicts [4]. The chemical structures and pharmacological properties of mitragynine and its analogues have been much studied [2,[4][5][6]. As well as narcotic, analgesic, and stimulant-like effects, due to agonistic action on opioid receptors [2,[7][8][9], mitragynine and its analogues have been shown to have inhibitory effects on neurogenic systems, in animal experiments [10][11][12].…”

Minor secoiridoid aglycones from the low-polarity part of the traditional Chinese herb: Swertia mileensis

“…(14) was determined by comparing its NMR data with that of a previous report 20 and further confirmed by a 2D NMR experiment (see Electronic Supplementary Material). The other known compounds were determined as erythrocentaurin (12), 21 gentiolactone (13), 22 gentiogenal (15), 23 secostrychnosin (16) 24 and angelone (17) 5 by comparing their spectroscopic data to existing report data.…”