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The decisive role of mutual arrangement of hydroxy and methoxy groups in (3(4)-hydroxy-4(3)-methoxyphenyl)-4,7-dimethyl-3,4,4a,5,8,8ahexahydro- 2H-chromene-4,8-diols in their Biological Activity. / Pavlova, Alla; Patrusheva, Oksana; Il'ina, Irina et al.

In: Letters in Drug Design and Discovery, Vol. 14, No. 5, 01.05.2017, p. 508-514.

Research output: Contribution to journal › Article › peer-review

Harvard

Pavlova, A, Patrusheva, O, Il'ina, I, Volcho, K, Tolstikova, T & Salakhutdinov, N 2017, 'The decisive role of mutual arrangement of hydroxy and methoxy groups in (3(4)-hydroxy-4(3)-methoxyphenyl)-4,7-dimethyl-3,4,4a,5,8,8ahexahydro- 2H-chromene-4,8-diols in their Biological Activity', Letters in Drug Design and Discovery, vol. 14, no. 5, pp. 508-514. https://doi.org/10.2174/1570180813666161102142642

APA

Pavlova, A., Patrusheva, O., Il'ina, I., Volcho, K., Tolstikova, T., & Salakhutdinov, N. (2017). The decisive role of mutual arrangement of hydroxy and methoxy groups in (3(4)-hydroxy-4(3)-methoxyphenyl)-4,7-dimethyl-3,4,4a,5,8,8ahexahydro- 2H-chromene-4,8-diols in their Biological Activity. Letters in Drug Design and Discovery, 14(5), 508-514. https://doi.org/10.2174/1570180813666161102142642

Vancouver

Pavlova A, Patrusheva O, Il'ina I, Volcho K, Tolstikova T, Salakhutdinov N. The decisive role of mutual arrangement of hydroxy and methoxy groups in (3(4)-hydroxy-4(3)-methoxyphenyl)-4,7-dimethyl-3,4,4a,5,8,8ahexahydro- 2H-chromene-4,8-diols in their Biological Activity. Letters in Drug Design and Discovery. 2017 May 1;14(5):508-514. doi: 10.2174/1570180813666161102142642

Author

Pavlova, Alla ; Patrusheva, Oksana ; Il'ina, Irina et al. / The decisive role of mutual arrangement of hydroxy and methoxy groups in (3(4)-hydroxy-4(3)-methoxyphenyl)-4,7-dimethyl-3,4,4a,5,8,8ahexahydro- 2H-chromene-4,8-diols in their Biological Activity. In: Letters in Drug Design and Discovery. 2017 ; Vol. 14, No. 5. pp. 508-514.

BibTeX

@article{2e7686503ad045e2975278df87112367,
title = "The decisive role of mutual arrangement of hydroxy and methoxy groups in (3(4)-hydroxy-4(3)-methoxyphenyl)-4,7-dimethyl-3,4,4a,5,8,8ahexahydro- 2H-chromene-4,8-diols in their Biological Activity",
abstract = "Background: The positional effects of the methoxy-And hydroxyl substituents in the phenyl ring were examined in vivo for distinct receptor classes in order to gain an insight into the mechanism by which isomeric compounds (2S,4R,4aR,8R,8aR)-2-(3(4)-hydroxy-4(3)-methoxyphenyl)-4,7-dimethyl- 3,4,4a,5,8, 8a-hexahydro-2H-chromene-4,8-diols 1 and 2 exhibit their pharmacological activity. Conclusion: Our findings suggest a strong structure-function relationship between the substitution pattern and the mechanism of biological activity of compound. The methoxy substituent at C4 and the hydroxyl substituent at C3 (compound 1) seem to employ the cannabinoid and adrenergic systems, whereas compound 2 with the methoxy substituent at C3 and the hydroxyl substituent at C4 possibly targets the opioid and dopaminergic mechanisms.",
keywords = "Adrenergic system, Analgesia, Cb1 receptors, Dopaminergic system, Monoterpenoids, Opioid receptors",
author = "Alla Pavlova and Oksana Patrusheva and Irina Il'ina and Konstantin Volcho and Tat'yana Tolstikova and Nariman Salakhutdinov",
year = "2017",
month = may,
day = "1",
doi = "10.2174/1570180813666161102142642",
language = "English",
volume = "14",
pages = "508--514",
journal = "Letters in Drug Design and Discovery",
issn = "1570-1808",
publisher = "Bentham Science Publishers B.V.",
number = "5",

}

RIS

TY - JOUR

T1 - The decisive role of mutual arrangement of hydroxy and methoxy groups in (3(4)-hydroxy-4(3)-methoxyphenyl)-4,7-dimethyl-3,4,4a,5,8,8ahexahydro- 2H-chromene-4,8-diols in their Biological Activity

AU - Pavlova, Alla

AU - Patrusheva, Oksana

AU - Il'ina, Irina

AU - Volcho, Konstantin

AU - Tolstikova, Tat'yana

AU - Salakhutdinov, Nariman

PY - 2017/5/1

Y1 - 2017/5/1

N2 - Background: The positional effects of the methoxy-And hydroxyl substituents in the phenyl ring were examined in vivo for distinct receptor classes in order to gain an insight into the mechanism by which isomeric compounds (2S,4R,4aR,8R,8aR)-2-(3(4)-hydroxy-4(3)-methoxyphenyl)-4,7-dimethyl- 3,4,4a,5,8, 8a-hexahydro-2H-chromene-4,8-diols 1 and 2 exhibit their pharmacological activity. Conclusion: Our findings suggest a strong structure-function relationship between the substitution pattern and the mechanism of biological activity of compound. The methoxy substituent at C4 and the hydroxyl substituent at C3 (compound 1) seem to employ the cannabinoid and adrenergic systems, whereas compound 2 with the methoxy substituent at C3 and the hydroxyl substituent at C4 possibly targets the opioid and dopaminergic mechanisms.

AB - Background: The positional effects of the methoxy-And hydroxyl substituents in the phenyl ring were examined in vivo for distinct receptor classes in order to gain an insight into the mechanism by which isomeric compounds (2S,4R,4aR,8R,8aR)-2-(3(4)-hydroxy-4(3)-methoxyphenyl)-4,7-dimethyl- 3,4,4a,5,8, 8a-hexahydro-2H-chromene-4,8-diols 1 and 2 exhibit their pharmacological activity. Conclusion: Our findings suggest a strong structure-function relationship between the substitution pattern and the mechanism of biological activity of compound. The methoxy substituent at C4 and the hydroxyl substituent at C3 (compound 1) seem to employ the cannabinoid and adrenergic systems, whereas compound 2 with the methoxy substituent at C3 and the hydroxyl substituent at C4 possibly targets the opioid and dopaminergic mechanisms.

KW - Adrenergic system

KW - Analgesia

KW - Cb1 receptors

KW - Dopaminergic system

KW - Monoterpenoids

KW - Opioid receptors

UR - http://www.scopus.com/inward/record.url?scp=85019731394&partnerID=8YFLogxK

U2 - 10.2174/1570180813666161102142642

DO - 10.2174/1570180813666161102142642

M3 - Article

AN - SCOPUS:85019731394

VL - 14

SP - 508

EP - 514

JO - Letters in Drug Design and Discovery

JF - Letters in Drug Design and Discovery

SN - 1570-1808

IS - 5

ER -

ID: 8967944