Статья

Leishmanicidal, Antiplasmodial, and Cytotoxic Activity of Novel Diterpenoid 1,2-Quinones from <i>Perovskia abrotanoides</i>: New Source of Tanshinones

Majid SairafianpourDepartment of Medicinal Chemistry, Royal Danish School of Pharmacy, Universitetsparken 2, DK-2100 Copenhagen, Denmark, Department of Chemistry, University of Southern Denmark, Campusvej 55, DK-5230 Odense, Denmark, Centre for Medical Parasitology, Department of Clinical Microbiology, Copenhagen University Hospital, Tagensvej 20, DK-2200 Copenhagen, Denmark, and Medicinal Plants Unit, Isfahan Research Centre of Natural Resources and Animal Science, Isfahan, P.O. Box 81785-114, Islamic Republic of IranJette ChristensenDepartment of Medicinal Chemistry, Royal Danish School of Pharmacy, Universitetsparken 2, DK-2100 Copenhagen, Denmark, Department of Chemistry, University of Southern Denmark, Campusvej 55, DK-5230 Odense, Denmark, Centre for Medical Parasitology, Department of Clinical Microbiology, Copenhagen University Hospital, Tagensvej 20, DK-2200 Copenhagen, Denmark, and Medicinal Plants Unit, Isfahan Research Centre of Natural Resources and Animal Science, Isfahan, P.O. Box 81785-114, Islamic Republic of IranDan StærkDepartment of Medicinal Chemistry, Royal Danish School of Pharmacy, Universitetsparken 2, DK-2100 Copenhagen, Denmark, Department of Chemistry, University of Southern Denmark, Campusvej 55, DK-5230 Odense, Denmark, Centre for Medical Parasitology, Department of Clinical Microbiology, Copenhagen University Hospital, Tagensvej 20, DK-2200 Copenhagen, Denmark, and Medicinal Plants Unit, Isfahan Research Centre of Natural Resources and Animal Science, Isfahan, P.O. Box 81785-114, Islamic Republic of IranBogdan BudnikDepartment of Medicinal Chemistry, Royal Danish School of Pharmacy, Universitetsparken 2, DK-2100 Copenhagen, Denmark, Department of Chemistry, University of Southern Denmark, Campusvej 55, DK-5230 Odense, Denmark, Centre for Medical Parasitology, Department of Clinical Microbiology, Copenhagen University Hospital, Tagensvej 20, DK-2200 Copenhagen, Denmark, and Medicinal Plants Unit, Isfahan Research Centre of Natural Resources and Animal Science, Isfahan, P.O. Box 81785-114, Islamic Republic of IranArsalan KharazmiDepartment of Medicinal Chemistry, Royal Danish School of Pharmacy, Universitetsparken 2, DK-2100 Copenhagen, Denmark, Department of Chemistry, University of Southern Denmark, Campusvej 55, DK-5230 Odense, Denmark, Centre for Medical Parasitology, Department of Clinical Microbiology, Copenhagen University Hospital, Tagensvej 20, DK-2200 Copenhagen, Denmark, and Medicinal Plants Unit, Isfahan Research Centre of Natural Resources and Animal Science, Isfahan, P.O. Box 81785-114, Islamic Republic of IranKarim BagherzadehDepartment of Medicinal Chemistry, Royal Danish School of Pharmacy, Universitetsparken 2, DK-2100 Copenhagen, Denmark, Department of Chemistry, University of Southern Denmark, Campusvej 55, DK-5230 Odense, Denmark, Centre for Medical Parasitology, Department of Clinical Microbiology, Copenhagen University Hospital, Tagensvej 20, DK-2200 Copenhagen, Denmark, and Medicinal Plants Unit, Isfahan Research Centre of Natural Resources and Animal Science, Isfahan, P.O. Box 81785-114, Islamic Republic of IranJerzy W. JaroszewskiDepartment of Medicinal Chemistry, Royal Danish School of Pharmacy, Universitetsparken 2, DK-2100 Copenhagen, Denmark, Department of Chemistry, University of Southern Denmark, Campusvej 55, DK-5230 Odense, Denmark, Centre for Medical Parasitology, Department of Clinical Microbiology, Copenhagen University Hospital, Tagensvej 20, DK-2200 Copenhagen, Denmark, and Medicinal Plants Unit, Isfahan Research Centre of Natural Resources and Animal Science, Isfahan, P.O. Box 81785-114, Islamic Republic of Iran

2001en

ABI

Аннотация

Cryptotanshinone (1), a quinoid diterpene with a nor-abietane skeleton, and three new natural products, 1beta-hydroxycryptotanshinone (2), 1-oxocryptotanshinone (3), and 1-oxomiltirone (4), were isolated from roots of the Iranian medicinal plant Perovskia abrotanoides. Their structures were established using homo- and heteronuclear two-dimensional NMR experiments, supported by HRMS. The total amount of tanshinones isolated from dry roots of Perovskia abrotanoides was about 1.5%. The compounds exhibited leishmanicidal activity in vitro (IC(50) values in the range 18-47 microM). These findings provide a rationale for traditional use of the roots in Iran as a constituent of poultices for treatment of cutaneous leishmaniasis. The isolated tanshinones also inhibited growth of cultured malaria parasites (3D7 strain of Plasmodium falciparum), drug-sensitive KB-3-1 human carcinoma cell line, multidrug-resistant KB-V1 cell line, and human lymphocytes activated with phytohaemagglutinin A (IC(50) values in the range 5-45 microM). The toxicity of tanshinones toward the drug-sensitive KB-3-1 and the multidrug-resistant KB-V1 cells was the same, indicating that the compounds are not substrates for the P-glycoprotein drug efflux pump.

Перевод пока недоступен

Идентификаторы

DOI: 10.1021/np010032f

Цитирования и источники

Цитирований: 4Использованных источников: 0

Показатели — AkademScholar