Anti-AIDS agents - XXVIII. Synthesis and anti-HIV activity of methoxy substitute 3',4'-di-O-(-)-Camphanoyl-(+)-cis-Khellactone (DCK) analogues

DOI: 10.1016/S0960-894X(97)10050-6

Source and publish data:

Bioorganic and Medicinal Chemistry Letters p. 2573 - 2578 (1997)

Update date:2022-07-29

Topics: Synthesis Esterification Analogues Structure-Activity Relationship (SAR) Coumarin Chirality In vitro assay Anti-HIV activity Chromatography (e MTT assay IC?? (Half-maximal inhibitory concentration) Spectroscopy (e Therapeutic index (TI)

Authors:

Takeuchi, Yasuo

Xie, Lan

Cosentino, L. Mark

Lee, Kuo-Hsiung

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Article abstract of DOI:10.1016/S0960-894X(97)10050-6

Four isomeric methoxy substituted DCK analogues (3-6) were asymmetrically synthesized from different starting materials. 5-Methoxy-3',4'-di-O-(-)-camphanoyl-(+)-cis-khellactone (5) exhibited extremely potent anti-HIV activity against HIV-1 replication in H9 lymphocyte cells with EC₅₀ and therapeutic index values of 0.00038 μM and >402,632, respectively, which are better than those of DCK and AZT in this assay.

Full text of DOI:10.1016/S0960-894X(97)10050-6

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