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Antiprotozoal activity of diterpenoids isolated from Zhumeria majdae- absolute configuration by circular dichroism.
Zadali, Reza; Nejad Ebrahimi, Samad; Tofighi, Zahra; Es-Haghi, Ali; Hamburger, Matthias; Kaiser, Marcel; D' Ambola, Massimiliano; De Tommasi, Nunziatina; Hadjiakhoondi, Abbas.
Afiliación
  • Zadali R; Department of Pharmacognosy, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran.
  • Nejad Ebrahimi S; Department of Phytochemistry, Medicinal Plants and Drugs Research Institute, Shahid Beheshti University G. C., Evin, Tehran, Iran. s_ebrahimi@sbu.ac.ir.
  • Tofighi Z; Department of Pharmacognosy, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran.
  • Es-Haghi A; Department of Physico Chemistry, Razi Vaccine & Serum Research Institute (RVSRI), Karaj, Iran.
  • Hamburger M; Pharmaceutical Biology, Pharmacenter, University of Basel, Klingelbergstrasse 50, 4056, Basel, Switzerland.
  • Kaiser M; Swiss Tropical and Public Health Institute, Swiss Tropical Institute, Socinstrasse 57, 4051, Basel, Switzerland.
  • D' Ambola M; University of Basel, Petersplatz 1, 4003, Basel, Switzerland.
  • De Tommasi N; Dipartimento di Farmacia, Università degli Studi di Salerno, Via Giovanni Paolo II 132, 84084, Fisciano, SA, Italy.
  • Hadjiakhoondi A; Dipartimento di Farmacia, Università degli Studi di Salerno, Via Giovanni Paolo II 132, 84084, Fisciano, SA, Italy.
Daru ; 28(2): 455-462, 2020 Dec.
Article en En | MEDLINE | ID: mdl-32394309
PURPOSE: Zhumeria majdae, a unique species of the Zhumeria genus, is an endemic Iranian plant in the Lamiaceae family. Phytochemical investigation and biological activity of this plant are rarely reported. The current study aimed to find new antiprotozoal compounds from the roots of Z. majdae and to determine the absolute configuration of isolated compounds by circular dichroism. METHODS: The extraction process from roots and aerial parts of Z. majdae was carried out by hexane, ethyl acetate and methanol followed by testing their antiprotozoal effects against Leishmania donovani, Trypanosoma brucei rhodesiense, T. cruzi, and Plasmodium falciparum, respectively. Structure elucidation was done using 1D and 2D NMR spectroscopy and HREIMS spectrometry. In addition, experimental and theoretical circular dichroism spectroscopy was used to establish absolute configuration. RESULTS: In comparison with aerial parts, the hexane extract from roots showed superior activity against T. b. rhodesiense, L. donovani and P. falciparum with IC50 values of 5.4, 1.6 and 2.1 µg/ml, respectively. From eight abietane-type diterpenoids identified in roots, six were reported for the first time in the genus Zhumeria. 11,14-dihydroxy-8,11,13-abietatrien-7-one (6) exhibited a promising biological activity against P. falciparum (IC50 8.65 µM), with a selectivity index (SI) of 4.6, and lanugon Q (8) showed an IC50 value of 0.13 µM and SI of 15.4 against T. b. rhodesiense. CONCLUSION: Altogether, according to the results, of 8 isolated compounds, dihydroxy-8,11,13-abietatrien-7-one (6) and lanugon Q (8) exhibited a promising activity against T. b. rhodesiense and P. falciparum. In conclusion, these compounds could be potential candidates for further analysis and may serve as lead compounds for the synthesis of antiprotozoal agents. Graphical abstract.
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Plasmodium falciparum / Trypanosoma / Leishmania donovani / Salvia / Diterpenos / Antiprotozoarios Límite: Animals País/Región como asunto: Asia Idioma: En Revista: Daru Año: 2020 Tipo del documento: Article País de afiliación: Irán Pais de publicación: Suiza
Texto completo
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Plasmodium falciparum / Trypanosoma / Leishmania donovani / Salvia / Diterpenos / Antiprotozoarios Límite: Animals País/Región como asunto: Asia Idioma: En Revista: Daru Año: 2020 Tipo del documento: Article País de afiliación: Irán Pais de publicación: Suiza