Absolute Configuration of Alkaloids from Uncaria longiflora through Experimental and Computational Approaches

Salim F 1 , Yunus YM 2 , Anouar EH 3 , Awang K 4 , Langat M 5 , Cordell GA 6 Show all authors , Ahmad R 2

Affiliations 

  • 1 Atta-ur-Rahman Institute for Natural Product Discovery (AuRIns) , Universiti Teknologi MARA Selangor Branch , Puncak Alam Campus , 42300 Bandar Puncak Alam , Selangor , Malaysia
  • 2 Faculty of Applied Sciences , Universiti Teknologi MARA , 40450 Shah Alam , Selangor , Malaysia
  • 3 Department of Chemistry, College of Sciences and Humanites , Prince Sattam bin Abdulaziz University , P.O. Box 83, 11942 , Al Kharj , Saudi Arabia
  • 4 Department of Chemistry, Faculty of Science , University Malaya , 50603 Kuala Lumpur , Malaysia
  • 5 Natural Product Research Group, Department of Chemistry, Faculty of Engineering and Physical Sciences , University of Surrey , Guildford GU2 7XH , United Kingdom
  • 6 Natural Products Inc. , Evanston , Illinois 60203 , United States
J Nat Prod, 2019 11 22;82(11):2933-2940.
PMID: 31686505 DOI: 10.1021/acs.jnatprod.8b00380

Abstract

The structure elucidation of three new alkaloids named isoformosaninol (1), formosaninol (2), and longiflorine (3), isolated from the leaves of Uncaria longiflora var. pteropoda (Miq.) Ridsdale, along with their biosynthetic pathways are discussed. Their absolute structures were determined through a combination of physical data interpretation and quantum chemical calculations using the time-dependent density functional theory (TDDFT) method.

* Title and MeSH Headings from MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine.

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