title: Formal synthesis of ( - )-pereniporin B and ( - )-cinnamosmolide.
abstract: The paper describes a new pathway for an efficient synthesis of natural and bioactive drimanic compounds ( - )-pereniporin B (1) and ( - )-cinnamosmolide (2) from ketodiol 7, an intermediate obtained before from accessible labdane diterpenoid (+)-larixol (3). The key step involves allylic bromination of acetate 8 with N-bromosuccinimide. The in vitro antimicrobial and antifungal activities of all compounds are also reported. Their structures were confirmed by both spectroscopic data and chemical transformations.
authors: a Institute of Chemistry, Academy of Sciences of Moldova , Academiei Street 3, MD-2028 Chisinau , Republic of Moldova.
authors: Alexandru
authors: A
authors: Ciocarlan
authors: Aculina
authors: A
authors: Aricu
authors: Nicon
authors: N
authors: Ungur
authors: Andrei
authors: A
authors: Biriiac
authors: Mihai
authors: M
authors: Coltsa
authors: Alina
authors: A
authors: Nicolescu
authors: Calin
authors: C
authors: Deleanu
authors: Nicoleta
authors: N
authors: Vornicu
mesh_terms: D000935:Antifungal Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D004224:Diterpenes / Q000737:chemistry / Q000302:isolation & purification; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D012717:Sesquiterpenes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D013237:Stereoisomerism
chemical_list: D000935:Antifungal Agents; D000970:Antineoplastic Agents; D004224:Diterpenes; D012717:Sesquiterpenes; C000594192:cinnamosmolide; C433017:labdane; C585511:larixol; C049336:pereniporin B
keywords: (+)-larixol; ( − )-cinnamosmolide; ( − )-pereniporin B; formal synthesis