Highly Potent Activity of (1R,2R,6S)-3-Methyl-6-(prop-1-en-2-yl)cyclohex-3-ene-1,2-diol in Animal Models of Parkinson’s Disease

Abstract

(1R,2R,6S)-3-Methyl-6-(prop-1-en-2-yl)cyclohex-3-ene-1,2-diol 1 possesses potent antiparkinsonian activity in both MPTP and haloperidol animal models. The use of compound 1 resulted in nearly full recovery of the locomotor and exploratory activities and was as effective as the comparator agent (levodopa). All eight stereoisomers of compound 1 have been synthesized and the influence of the absolute configuration on the antiparkinsonian activity of compound 1 was shown.

Prins cyclization: Synthesis of compounds with tetrahydropyran moiety over heterogeneous catalysts

“…1b) is product of verbenol oxide isomerization. It has been discovered that this diol possesses potent activity against Parkinson disease [14] which is one of the most common neurological diseases. Decisive influence of absolute configuration of diol on its biological activity was shown in ref.…”

“…Decisive influence of absolute configuration of diol on its biological activity was shown in ref. [14].…”

The action of monoterpenoids with promising antiparkinsonian activity on fertility of Drosophila melanogaster

“…We added toxicants to growth medium during its preparation in the indicated concentration which was found to be active in previous animal studies in Parkinson models [3,4]. We assessed fertility rate (a number of offsprings per each tube was detected), and female to male ratio in F1 and F2, respectively.…”

“…In this connection, development of new antiparkinsonian drugs, possessing both pathophysiological and symptomatic actions, is of a high priority. Several years ago, Russian scientists from Novosibirsk Institute of Organic Chemistry (Novosibirsk, Russia) reported the synthesis of a new monoterpenoid substance, (1R,2R,6S)-3-methyl-6-(prop-1-en-2-yl)cyclohex-3-ene-1,2-diol (Diol), with antiparkinsonian activities that were proved in animal PD models, and special features of the compounds were also reported [3][4][5][6]. Both diol and its diacetate demonstrated high anti-PD activity in vivo [6].…”

Environmentally Benign Transformations of Monoterpenes and Monoterpenoids in Supercritical Fluids

“…The product of isomerization of this monoterpenoid, compound 28, is of great interest mainly due to its high biological activity [33]. Conversion of epoxide 27 was quantitative at temperatures as low as 413 K; whereas the conversion in the experiments with a-pinene epoxide 16 did not exceed 60% at temperatures below 485 K [27].…”