Polyacetylenes from the leaves of Vernonia scorpioides (Asteraceae) and their antiproliferative and antiherpetic activities.
Polyacetylenes constitute an underexplored and unstable class of compounds that are found mainly in the Apiaceae, Araliaceae and Asteraceae families. Vernonia scorpioides (Lam.) Pers., Asteraceae is a lianous neotropical herb that usually grows in soils that have been deforested and are of poor quality. It is used in folk medicine for the treatment of several skin conditions. This study addresses the characterisation of eight polyacetylenes isolated from the leaves of V. scorpioides. Their structures were established on the basis of 1D and 2D NMR spectroscopy and MS analysis. Ab initio calculations including solvent effects were employed to aid the elucidation of the absolute configurations of the compounds. The in vitro antiproliferative and anti-herpetic activities of the polyacetylenes were determined. The isolated compounds presented no inhibitory effect against a human cell line of non-small cell lung cancer, but presented a mild non-selective in vitro antiviral activity, although their corresponding glycosides were inactive.
Departamento de Ciências Farmacêuticas, Universidade Federal de Santa Catarina (UFSC), Florianópolis, SC, Brazil.
Luiz A E
LA
Pollo
Cristiane F
CF
Bosi
Andrea S
AS
Leite
Caroline
C
Rigotto
Jadel
J
Kratz
Claudia M O
CM
Simões
David E P
DE
Fonseca
Daniel
D
Coimbra
Giovanni
G
Caramori
Angelita
A
Nepel
Francinete R
FR
Campos
Andersson
A
Barison
Maique W
MW
Biavatti
D000998:Antiviral Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D045744:Cell Line, Tumor; D006801:Humans; D008519:Medicine, Traditional; D015394:Molecular Structure; D010936:Plant Extracts / Q000737:chemistry / Q000494:pharmacology*; D018515:Plant Leaves / Q000737:chemistry; D053279:Polyynes / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D018139:Simplexvirus / Q000187:drug effects*; D055752:Small Cell Lung Carcinoma / Q000188:drug therapy; D035741:Vernonia / Q000737:chemistry*
D000998:Antiviral Agents; D010936:Plant Extracts; D053279:Polyynes
Antiproliferative; Asteraceae; HSV; Herpes simplex virus; Polyacetylenes; Vernonia scorpioides