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Simalikalactone D, a Potential Anticancer Compound from Simarouba tulae, an Endemic Plant of Puerto Rico.


ABSTRACT: Species of the genus Simarouba have been studied because of their antimalarial and antileukemic activities. A group of oxygenated terpenes called quassinoids have been isolated from species of the Simarouba genus, and are responsible for its therapeutic properties. We hypothesized that Simarouba tulae, an endemic plant from Puerto Rico, is a natural source rich in quassinoid compounds with anticancer activity. The leaves were processed and extracted with solvents of different polarities. The extracts were screened for their antiproliferative activity, and it was shown that the chloroform extract was the most active extract. This extract was purified using different chromatographic techniques to afford the quassinoid simalikalactone D (SKD). This compound was further characterized using NMR and X-ray diffraction analysis. A reassessment of original structural assignments for SKD is proposed. SKD showed high cytotoxicity activity, with an IC50 of 55, 58, and 65 nM in A2780CP20 (ovarian), MDA-MB-435 (breast), and MDA-MB-231 (breast) cell lines, respectively. Exposure to SKD led to 15% inhibition of the migration of MDA-MB-231 cells.

SUBMITTER: Mendez B 

PROVIDER: S-EPMC7020415 | biostudies-literature | 2020 Jan

REPOSITORIES: biostudies-literature

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Simalikalactone D, a Potential Anticancer Compound from <i>Simarouba tulae</i>, an Endemic Plant of Puerto Rico.

Mendez Belmari B   Reyes Jeyshka J   Conde Isabel I   Ramos Zulma Z   Lozada Eunice E   Cruz Ailed M AM   Asencio Gabriela G   Carvajal Augusto A   Dharmawardhane Suranganie S   Piñero-Cruz Dalice M DM   Hernández Eliud E   Vivas Pablo P   Ospina Claudia A CA  

Plants (Basel, Switzerland) 20200111 1


Species of the genus <i>Simarouba</i> have been studied because of their antimalarial and antileukemic activities. A group of oxygenated terpenes called quassinoids have been isolated from species of the <i>Simarouba</i> genus, and are responsible for its therapeutic properties. We hypothesized that <i>Simarouba tulae</i>, an endemic plant from Puerto Rico, is a natural source rich in quassinoid compounds with anticancer activity. The leaves were processed and extracted with solvents of differen  ...[more]

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