Catechols from abietic acid synthesis and evaluation as bioactive compounds.
Catechols from abietic acid were prepared by a short and good yielding chemical process and further evaluated for several biological activities namely, antifungal, antitumoral, antimutagenic, antiviral, antiproliferative and inhibition of nitric oxide. Their properties were compared with those of carnosic acid (6), a naturally occurring catechol with an abietane skeleton and known to possess potent antioxidant activity, as well as anticancer and antiviral properties. From all the synthetic catechols tested compound 2 showed the best activities, stronger than carnosic acid.
Gigante
B
B
INETI, Departamento de Tecnologia de Indústrias Qui;micas, Estrada do Paço do Lumiar, 22, 1649-038 Lisbon, Portugal. barbara.gigante@ineti.pt
Santos
C
C
Silva
A M
AM
Curto
M J M
MJ
Nascimento
M S J
MS
Pinto
E
E
Pedro
M
M
Cerqueira
F
F
Pinto
M M
MM
Duarte
M P
MP
Laires
A
A
Rueff
J
J
Gonçalves
J
J
Pegado
M I
MI
Valdeira
M L
ML
D045784:Abietanes / Q000737:chemistry*; D000818:Animals; D000935:Antifungal Agents / Q000138:chemical synthesis / Q000494:pharmacology; D016587:Antimutagenic Agents / Q000138:chemical synthesis / Q000494:pharmacology; D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000494:pharmacology; D000998:Antiviral Agents / Q000138:chemical synthesis / Q000494:pharmacology; D003883:Arthrodermataceae / Q000187:drug effects; D002396:Catechols / Q000138:chemical synthesis* / Q000494:pharmacology*; D002454:Cell Differentiation; D002460:Cell Line; D004224:Diterpenes / Q000494:pharmacology; D004305:Dose-Response Relationship, Drug; D006801:Humans; D008213:Lymphocyte Activation / Q000187:drug effects; D051379:Mice; D009569:Nitric Oxide / Q000037:antagonists & inhibitors; D010616:Phenanthrenes / Q000737:chemistry*; D010936:Plant Extracts / Q000494:pharmacology; D012486:Salmonella typhimurium / Q000187:drug effects; D014407:Tumor Cells, Cultured; D014780:Viruses / Q000187:drug effects
D045784:Abietanes; D000935:Antifungal Agents; D016587:Antimutagenic Agents; D000970:Antineoplastic Agents; D000998:Antiviral Agents; D002396:Catechols; D004224:Diterpenes; D010616:Phenanthrenes; D010936:Plant Extracts; D009569:Nitric Oxide; C034221:catechol; C018381:salvin; C023710:abietic acid