Pharmacological Importance of Optically Active Tetrahydro-beta-carbolines and Synthetic Approaches to Create the C1 Stereocenter

Aino E. Laine; Christopher Lood; Ari M.P. Koskinen

doi:10.3390/molecules19021544

Pharmacological Importance of Optically Active Tetrahydro-beta-carbolines and Synthetic Approaches to Create the C1 Stereocenter

Aino E. Laine, Christopher Lood, Ari M.P. Koskinen

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

113 Citations (Scopus)

403 Downloads (Pure)

Abstract

1,2,3,4-Tetrahydro-β-carbolines (THβCs) are a pharmacologically important
group of compounds belonging to the indole alkaloids. C1-Substituted optically active THβCs have been the target of extensive synthetic efforts due to the presence of the scaffold in numerous natural products and synthetic targets. This review briefly summarizes the methods to obtain the C1 stereocenter and concentrates on evaluating the pharmacological importance of optically active C1-substituted THβCs, including their PDE5-inhibitory, antimalarial, antiviral and antitumor activities.

Original language	English
Pages (from-to)	1544-1567
Journal	Molecules
Volume	19
Issue number	2
DOIs	https://doi.org/10.3390/molecules19021544
Publication status	Published - 2014
MoE publication type	A2 Review article, Literature review, Systematic review

Keywords

tetrahydro-beta-carboline
TH-beta-C
pharmacological importance
biological activity
C1-substituted TH-beta-C

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10.3390/molecules19021544

molecules-19-01544Final published version, 886 KB

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title = "Pharmacological Importance of Optically Active Tetrahydro-beta-carbolines and Synthetic Approaches to Create the C1 Stereocenter",

abstract = "1,2,3,4-Tetrahydro-β-carbolines (THβCs) are a pharmacologically importantgroup of compounds belonging to the indole alkaloids. C1-Substituted optically active THβCs have been the target of extensive synthetic efforts due to the presence of the scaffold in numerous natural products and synthetic targets. This review briefly summarizes the methods to obtain the C1 stereocenter and concentrates on evaluating the pharmacological importance of optically active C1-substituted THβCs, including their PDE5-inhibitory, antimalarial, antiviral and antitumor activities.",

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AU - Laine, Aino E.

AU - Lood, Christopher

AU - Koskinen, Ari M.P.

PY - 2014

Y1 - 2014

N2 - 1,2,3,4-Tetrahydro-β-carbolines (THβCs) are a pharmacologically importantgroup of compounds belonging to the indole alkaloids. C1-Substituted optically active THβCs have been the target of extensive synthetic efforts due to the presence of the scaffold in numerous natural products and synthetic targets. This review briefly summarizes the methods to obtain the C1 stereocenter and concentrates on evaluating the pharmacological importance of optically active C1-substituted THβCs, including their PDE5-inhibitory, antimalarial, antiviral and antitumor activities.

AB - 1,2,3,4-Tetrahydro-β-carbolines (THβCs) are a pharmacologically importantgroup of compounds belonging to the indole alkaloids. C1-Substituted optically active THβCs have been the target of extensive synthetic efforts due to the presence of the scaffold in numerous natural products and synthetic targets. This review briefly summarizes the methods to obtain the C1 stereocenter and concentrates on evaluating the pharmacological importance of optically active C1-substituted THβCs, including their PDE5-inhibitory, antimalarial, antiviral and antitumor activities.

KW - tetrahydro-beta-carboline

KW - TH-beta-C

KW - pharmacological importance

KW - biological activity

KW - C1-substituted TH-beta-C

UR - http://www.mdpi.com/1420-3049/19/2/1544/htm

U2 - 10.3390/molecules19021544

DO - 10.3390/molecules19021544

M3 - Review Article

SN - 1420-3049

VL - 19

SP - 1544

EP - 1567

JO - Molecules

JF - Molecules

IS - 2

ER -

Pharmacological Importance of Optically Active Tetrahydro-beta-carbolines and Synthetic Approaches to Create the C1 Stereocenter

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Keywords

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Pharmacological Importance of Optically Active Tetrahydro-beta-carbolines and Synthetic Approaches to Create the C1 Stereocenter

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