2015
DOI: 10.1021/acs.jnatprod.5b00018
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Bioactive Diterpenoids from the Leaves of Callicarpa macrophylla

Abstract: A phytochemical investigation of the leaves of Callicarpa macrophylla led to the isolation of five new diterpenoids (1-5), macrophypenes A-E, and nine known analogues (6-14). The structures of 1-5 were established on the basis of extensive analysis of NMR spectroscopic data, X-ray diffraction data, and experimental and calculated electronic circular dichroism spectra. Compound 1 is a spiroditerpenoid with a novel skeleton, and compound 5 is a rare ent-abietane diterpenoid possessing a peroxide bridge. Compound… Show more

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Cited by 45 publications
(35 citation statements)
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References 44 publications
(81 reference statements)
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“…The genus of Callicarpa consists about 140 species that are distributed mostly in Oceania and east and southeast Asia including India, Myanmar, Thailand, and Vietnam [1][2][3], of which, several species such as Callicarpa candicans, C. americana L., C. japonica, C. macrophylla, and C. longissimi are highly valued for their essential oils, which are rich in terpenoids, phenylethanoids, volatile oils, lignans, and flavonoids. These classes have been known for a wide range of biological activities including antimicrobial, analgesic, antipyretic, anti-inflammatory, and anti-infection [2,[4][5][6][7]. C. candicans (Burm.…”
Section: Introductionmentioning
confidence: 99%
“…The genus of Callicarpa consists about 140 species that are distributed mostly in Oceania and east and southeast Asia including India, Myanmar, Thailand, and Vietnam [1][2][3], of which, several species such as Callicarpa candicans, C. americana L., C. japonica, C. macrophylla, and C. longissimi are highly valued for their essential oils, which are rich in terpenoids, phenylethanoids, volatile oils, lignans, and flavonoids. These classes have been known for a wide range of biological activities including antimicrobial, analgesic, antipyretic, anti-inflammatory, and anti-infection [2,[4][5][6][7]. C. candicans (Burm.…”
Section: Introductionmentioning
confidence: 99%
“…The absolute configurations of 1 and 2 were elucidated by electronic circular dichroism (ECD) calculations . The two enantionmers of 1 ((3 S ) ‐ 1a and (3 R ) ‐ 1b ) and 2 ((6a S ,12a S )‐ 2a and (6a R ,12a R )‐ 2b ) were calculated for ECD spectra.…”
Section: Resultsmentioning
confidence: 99%
“…The ECD curves were extracted by SpecDis 1.6 soware. 22,23 The overall ECD curves of all the compounds were weighted by Boltzmann distribution aer UV correction.…”
Section: Methodsmentioning
confidence: 99%