Synthesis of Novel Tetranorlabdane Derivatives with Unprecedented Carbon Skeleton

Ciocarlan Alexandru; Aricu Aculina; Lungu Lidia; Edu Carolina; Barba Alic; Shova Sergiu; Mangalagiu Ionel I.; Ambrosio Michele; Nicolescu Alina Florica; Deleanu Călin; Vornicu Nicoleta

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349

SM ISO690:2012

CIOCARLAN, Alexandru, ARICU, Aculina, LUNGU, Lidia, EDU, Carolina, BARBA, Alic, SHOVA, Sergiu, MANGALAGIU, Ionel I., AMBROSIO, Michele, NICOLESCU, Alina Florica, DELEANU, Călin, VORNICU, Nicoleta. Synthesis of Novel Tetranorlabdane Derivatives with Unprecedented Carbon Skeleton. In: Synlett, 2017, nr. 5(28), pp. 565-571. ISSN 0936-5214. DOI: https://doi.org/10.1055/s-0036-1588651

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Synlett

Numărul 5(28) / 2017 / ISSN 0936-5214 /ISSNe 1437-2096

Synthesis of Novel Tetranorlabdane Derivatives with Unprecedented Carbon Skeleton

DOI:https://doi.org/10.1055/s-0036-1588651

Pag. 565-571

Ciocarlan Alexandru¹, Aricu Aculina¹, Lungu Lidia¹, Edu Carolina¹, Barba Alic¹, Shova Sergiu¹², Mangalagiu Ionel I.³, Ambrosio Michele⁴, Nicolescu Alina Florica²⁵, Deleanu Călin²⁵, Vornicu Nicoleta⁶

¹ Institute of Chemistry of the Academy of Sciences of Moldova,
² “Petru Poni” Institute of Macromolecular Chemistry,
³ Alexandru Ioan Cuza University of Iaşi,
⁴ Universitatea din Trento,
⁵ "C.D. Nenitzescu" Centre of Organic Chemistry, Romanian Academy,
⁶ Metropolitan Center of Research TABOR, The Metropolitanate of Moldavia and Bukovina

Disponibil în IBN: 12 martie 2022

Rezumat

Synthesis of novel tetranorlabdane derivatives including hybride with terpeno-(1,2)-diazine units and dimers with an unprecedented carbon skeleton, was performed based on methyl 7-oxo-13,14,15,16-tetranorlabd-8-en-12-oate intermediate. The structures of the synthesized compounds have been fully confirmed, including by X-ray diffraction, and their antifungal and antibacterial activity was tested. A possible mechanistic pathway of the cycloaddition reaction is considered.

Cuvinte-cheie
( )-sclareolide, (-)-sclareol, cycloaddition, dimer, methyl 7-oxo-13, 14, 15, 16-tetranorlabd-8-en-12-oate, terpeno-(1,2)-diazine