M. Sairafianpour et al., Leishmanicidal, antiplasmodial, and cytotoxic activity of novel diterpenoid 1,2-quinones from Perovskia abrotanoides: New source of tanshinones, J NAT PROD, 64(11), 2001, pp. 1398-1403
Cryptotanshinone (1), a quinoid diterpene with a nor-abietane skeleton, and
three new natural products, 1 beta -hydroxycryptotanshinone (2), 1-oxocryp
totanshinone (3), and 1-oxomiltirone (4), were isolated from roots of the I
ranian medicinal plant Perouskia abrotanoides. Their structures were establ
ished using homo- and heteronuclear two-dimensional NMR experiments, suppor
ted by HRMS. The total amount of tanshinones isolated from dry roots of Per
ovskia abrotanoides was about 1.5%. The compounds exhibited leishmanicidal
activity in vitro (IC50 values in the range 18-47 muM). These findings prov
ide a rationale for traditional use of the roots in Iran as a constituent o
f poultices for treatment of cutaneous leishmaniasis. The isolated tanshino
nes also inhibited growth of cultured malaria parasites (3D7 strain of Plas
modium falciparum), drug-sensitive KB-3-1 human carcinoma cell line, multid
rug-resistant KB-V1 cell line, and human lymphocytes activated with phytoha
emagglutinin A (IC50 values in the range 5-45 muM). The toxicity of tanshin
ones toward the drug-sensitive KB-3-1 and the multidrug-resistant KB-V1 cel
ls was the same, indicating that the compounds are not substrates for the P
-glycoprotein drug efflux pump.