Clerodane and ent‐Kaurane Diterpene Glycosyl and Glycoside Derivatives from the Leaves of Casearia sylvestris

Abstract

Five new clerodane diterpene glycosyl derivatives, caseariasides A -E (1 -5, resp.) and three new ent-kaurane diterpene glucosides, sylvestrisides C -E (6 -8, resp.) were isolated from the leaves of Casearia sylvestris. Their structures were determined on the basis of chemical and spectroscopic analyses.

Antimicrobial and antibiofilm activities of Casearia sylvestris extracts from distinct Brazilian biomes against Streptococcus mutans and Candida albicans

“…A previous study [33] with ARA/SP, CAM/SP, MOG/SP, and PRE/SP samples selected two peaks from the chromatograms and included the clerodane-type diterpenes (casearins) detected at 235 nm. Other chemical investigations have isolated 41 clerodane-type diterpenes, including casearins [59–64] and casearvestrins [65].…”

Diterpenoids of terrestrial origin

“…Caseobliquin A 29 is a cytotoxic trans clerodane that was isolated 102 from C. obliqua, which is a tree that grows in the Amazon and which has attracted interest because of its anti-malarial activity. There have been a number of investigations [103][104][105][106] of a Brazilian species, C. sylvestris, which has afforded both cis-(casearins U and X) and trans-clerodanes (caseariside A). The argutins, which possess a similar structure to caseobliquin A, were obtained 107 from C. arguta.…”

<b>Estudo do extrato fluido de <i>Casearia sylvestris</i>:</b> constituintes químicos, potencial terapêutico e interações medicamentosas

“…as casearinas A-X, a caseargrewiina F, as casearvestrinas A-C entre outros (ITOKAWA et al, 1990;MORITA et al, 1991;DE CARVALHO et al, 1998;OBERLIES et al, 2002;WANG et al, 2009;SANTOS et al, 2010).…”

“…Fonte: (AMENI, 2015) Em relação aos estudos fitoquímicos da C. sylvestris, os metabólitos secundários isolados e identificados, até o momento incluem monoterpenos e sesquiterpenos (SOUSA et al, 2007), nor-isoprenóides (WANG et al, 2009) triterpenos, lapachol, ácidos cafeico, clorogênico e vanilico, flavonóides (RASLAN et al, 2002) neoligninas (WANG et al, 2010), ácido elágico e derivados de ácido gálico (DA SILVA et al, 2008a), óleos essenciais como b-cariofileno, biciclogermacreno, α-humulene, germacrene B (ROZZA; PELLIZZON, 2013) entre outros. Ainda são descritos mais de 30 diterpenos clerodânicos isolados de C. sylvestris, dentre eles:…”