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Stachyonic Acid: A Dengue Virus Inhibitor from Basilicum polystachyon
Author(s) -
Tan Yuen P.,
Houston Sevan D.,
Modhiran Naphak,
Savchenko Andrei I.,
Boyle Glen M.,
Young Paul R.,
Watterson Daniel,
Williams Craig M.
Publication year - 2019
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201900591
Subject(s) - labdane , andrographolide , pharmacophore , diterpene , basilicum , cytotoxicity , dengue fever , dengue virus , phytochemical , flavivirus , chemistry , traditional medicine , ocimum , virology , stereochemistry , virus , biology , biochemistry , medicine , in vitro
Abstract Stachyonic acid A, arising from the first in‐depth phytochemical investigation of the herb Basilicum polystachyon , was found to display potent inhibitory activity against dengue virus, with limited cytotoxicity. Andrographolide, a known dengue virus inhibitor and closely related labdane‐type diterpene, is structurally more complex but displayed poor antiviral activity in the PRNT assay, and increased cytotoxicity in comparison. Furthermore, a Diels–Alder reaction with PTAD identified the active pharmacophore of stachyonic acid to be the conjugated diene.