Abietane Diterpenoids from the Roots of<i>Salvia pratensis</i>

Nagy, Gábor; Dobos, Ágnes; Günther, Gábor; Yang, Ming‐He; Blunden, Gerald; Crabb, Trevor A.; Máthé, Imre

doi:10.1055/s-2006-957435

Cited by 7 publications

(2 citation statements)

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“…Apart from S. militiorrhiza , tanshinones have previously been isolated from several other Salvia species. ,,,,− However, tanshinones are not universal in this genus, since the majority of Salvia species produce royleanone type diterpenes, in which C-20 is preserved. − Outside Salvia , tanshinones have been reported only from the related species Meriandra benghalensis 36 and Rosmarinus officinalis and, rather unexpectedly, from a taxonomically distant species Pseudostreblus indica , which belongs to Moraceae. In the two latter cases, , insufficient characterization of the isolated material was presented.…”

Section: Resultsmentioning

confidence: 99%

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

et al. 2001

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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.

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Section: Resultsmentioning

confidence: 99%

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

et al. 2001

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“…After the first reports for tanshinones in S. glutinosa (Nagy et al, 1998), additional derivatives were isolated from this species, inter alia the well-known tanshinone I, tanshinone IIA, cryptotanshinone, or dihydrotanshinone I (Nagy et al, 1999;Senol et al, 2017;Ayvazyan et al, 2023). However, no reports on the content of tanshinones in S. glutinosa have been made so far.…”

Section: Introductionmentioning

confidence: 99%

Cytotoxic diterpenoids from Salvia glutinosa and comparison with the tanshinone profile of danshen (Salvia miltiorrhiza)

Ayvazyan,

Deutsch,

Zidorn

et al. 2023

Front. Plant Sci.

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The roots of Salvia miltiorrhiza are the source of the traditional Chinese medicine danshen and the class of tanshinones, particular quinoid nor-diterpenoids of the abietane type. Of these compounds, cryptotanshinone, dihydrotanshinone I, tanshinone I, and tanshinone IIA, have been extensively studied for their anticancer potential, not only but as well because of their high abundance in S. miltiorrhiza and their thus easy availability. However, also additional Salvia species are known to contain tanshinones, mainly such of the subgenus Glutinaria, of which S. glutinosa is the only species widely occurring in Europe. Using UHPLC-DAD-MS, the tanshinone profile of S. glutinosa roots collected from two different locations was compared to the profile in S. miltiorrhiza roots. In addition, tanshinone IIA and another six diterpenoids from S. glutinosa were investigated for their antiproliferative and cytotoxic potential against MDA-MB-231 and HL-60 cells. Apart from dihydrotanshinone I, which has been previously characterized due to its anticancer properties, we determined danshenol A as a highly antiproliferative and cytotoxic agent, significantly surpassing the effects of dihydrotanshinone I. With regard to the diterpenoid profile, S. miltiorrhiza showed a higher concentration for most of the tanshinones, except for (+)-danshexinkun A, which was present in comparable amounts in both species. Danshenol A, in contrast, was only present in S. glutinosa as were dehydroabietic acid and (+)-pisiferic acid. The results of our study underlines the long traditional use of danshen due to its high amount on tanshinones, but also demonstrates the potential value of investigating closely related species for the discovery of new biologically active lead compounds.

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