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Nat Prod Bioprospect. 2019 Apr;9(2):157-163. doi: 10.1007/s13659-019-0198-x. Epub 2019 Feb 19.

Bioactivity-Guided Isolation of Totarane-Derived Diterpenes from Podocarpus neriifolius and Structure Revision of 3-Deoxy-2α-hydroxynagilactone E.

Natural products and bioprospecting

P Annécie Benatrehina, Wei-Lun Chen, Austin A Czarnecki, Steven Kurina, Hee-Byung Chai, Daniel D Lantvit, Tran N Ninh, Xiaoli Zhang, Djaja D Soejarto, Joanna E Burdette, A Douglas Kinghorn, L Harinantenaina Rakotondraibe

Affiliations

  1. Division of Medicinal Chemistry and Pharmacognosy, The Ohio State University, College of Pharmacy, Columbus, OH, USA.
  2. College of Pharmacy, University of Illinois at Chicago, Chicago, IL, USA.
  3. Institute of Ecology and Biological Resources, Vietnam Academy of Science and Technology Hanoi, Hanoi, Vietnam.
  4. Center for Biostatistics, The Ohio State University, Columbus, OH, USA.
  5. John G. Searle Herbarium of the Field Museum of Natural History, Chicago, IL, USA.
  6. Division of Medicinal Chemistry and Pharmacognosy, The Ohio State University, College of Pharmacy, Columbus, OH, USA. [email protected].

PMID: 30783922 PMCID: PMC6426912 DOI: 10.1007/s13659-019-0198-x

Abstract

Bioactivity-guided phytochemical investigation of Podocarpus neriifolius D. Don. (Podocarpaceae) has led to the isolation of one new (2) and three known (1, 3, and 4) B-type podolactones, along with three totarane-type diterpenes (5-7). Their structures were determined by interpretation of High Resolution ElectroSpray Ionization Mass Spectrometry (HRESIMS) and 1D and 2D NMR data, and comparison with the values reported in the literature. The structure of compound 1, previously identified as 3-deoxy-2α-hydroxynagilactone E (8), was revised as its 2β-epimer, which has been reported recently as a new compound. All of the isolates were evaluated for their antiproliferative activity against a panel of four human cancer cell lines, namely, ovarian (OVCAR3), breast (MDA-MB-231), colon (HT-29), and melanoma (MDA-MB-435), and compounds 1 and 3 were found to be cytotoxic with IC

Keywords: 3-Deoxy-2α-hydroxynagilactone E; Antiproliferative; B-type podolactone; Hollow fiber assay; Nagilactone G-2β-O-β-D-glucoside; Podocarpus neriifolius

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