Four New Phloroglucinol-Terpene Adducts from the Leaves of Myrciaria cauliflora

Myrcauones A–D ( 1 – 4 ), four new phloroglucinol–terpene adducts were isolated from the leaves of Myrciaria cauliflora . Their structures with absolute configurations were elucidated by combination of spectroscopic analysis, single crystal X-ray diffraction, and electronic circular dichroism (ECD)...

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Published inNatural products and bioprospecting Vol. 11; no. 1; pp. 111 - 118
Main Authors Chen, Ming, Cao, Jia-Qing, Wang, Wen-Jing, Li, Ni-Ping, Wu, Yan, Wang, Lei, Ye, Wen-Cai
Format Journal Article
LanguageEnglish
Published Singapore Springer Singapore 01.02.2021
Springer Nature B.V
Subjects
Adducts
Antibacterial activity
Biomedical and Life Sciences
Bioorganic Chemistry
Circular dichroism
Crystals
Dichroism
Food Science
Gram-positive bacteria
Life Sciences
Medicinal Chemistry
Myrciaria cauliflora
Original
Original Article
Pharmacology/Toxicology
Phloroglucinol
Pinene
Plant Biochemistry
Plant Sciences
Single crystals
X-ray diffraction
Phloroglucinol–terpene adducts
Antibacterial activity
Myrciaria cauliflora
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Summary:Myrcauones A–D ( 1 – 4 ), four new phloroglucinol–terpene adducts were isolated from the leaves of Myrciaria cauliflora . Their structures with absolute configurations were elucidated by combination of spectroscopic analysis, single crystal X-ray diffraction, and electronic circular dichroism (ECD) calculations. Compound 1 was a rearranged isobutylphloroglucinol–pinene adduct featuring an unusual 2,3,4,4a,10,11-hexahydro-1 H -3,11a-methanodibenzo[ b , f ]oxepin backbone. Compound 4 showed moderate antibacterial activity against Gram-positive bacteria including multiresistant strains. Graphic Abstract
Bibliography:ObjectType-Article-1
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ISSN:2192-2195
2192-2209
DOI:10.1007/s13659-020-00288-4