New Bisabolane-Type Sesquiterpenes from the Aerial Parts of Lippia dulcis

Ono, M.; Morinaga, Hiroaki; Masuoka, Chikako; Ikeda, Tsuyoshi; Okawa, Masafumi; Kinjo, Junei; Nohara, Toshihiro

doi:10.1248/cpb.53.1175

Cited by 31 publications

(14 citation statements)

References 17 publications

(41 reference statements)

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“…It is worth to mention that other biological activities have also been attributed to acteoside: protein kinase C inhibitor (Herbert et al,1991); antitumor and immunosuppressive (Zhang et al, 2002;Ohno et al, 2002); antioxidant (Ono et al, 2005;Owen et al, 2003;Aligiannia et al, 2003); and antiinfl ammatory (Diaz et al, 2004).…”

Section: Resultsmentioning

confidence: 99%

Purification of an antibacterial compound from Lantana lilacina

Pereira¹,

Carvalho²,

Silva³

et al. 2008

Rev. bras. farmacogn.

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RESUMO: "Purifi cação de um composto antibacteriano de Lantana lilacina". Observou-se, em estudo preliminar, que o extrato metanólico das folhas de L. lilacina, coletadas no município de Lavras (MG, Brasil), apresentava atividade antibacteriana. Em decorrência, buscou-se purifi car e identifi car a substância responsável por tal efeito, através de fracionamento do referido extrato direcionado por testes de difusão em agar com Aeromonas hydrophila, Bacillus subtilis, Pseudomonas aeruginosa e Staphylococcus aureus. Após partições com solventes e vários processos cromatográfi cos, isolou-A concentração inibitória mínima e a concentração bactericida mínima desta substância para A. hydrophila, B. subtilis, P. aeruginosa e S. aureus foram de 0,12, 1,00, 1,00 e 0,25 mg/mL, respectivamente.Unitermos: Lantana lilacina, Verbenaceae, atividade antibacteriana, acteosídeo. ABSTRACT:Since the methanol extract of Lantana lilacina leaves collected in the city of Lavras (MG, Brazil) showed antibacterial properties in a preliminary study, a fractionation process guided by agar diffusion assays with Aeromonas hydrophila, Bacillus subtilis, Pseudomonas aeruginosa and Staphylococcus aureus was carried out to purify and identify the active compounds. After solvent partition and several chromatographic steps, [β-3,4-glycopyranoside, known as acteoside, was isolated. The minimal inhibition concentration and the minimal bactericidal concentration of such substance against A. hydrophila, B. subtilis, P. aeruginosa and S. aureus were 0.12, 1.00, 1.00 and 0.25 mg/ mL, respectively.

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Section: Resultsmentioning

confidence: 99%

Purification of an antibacterial compound from Lantana lilacina

Pereira¹,

Carvalho²,

Silva³

et al. 2008

Rev. bras. farmacogn.

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“…The bisabolane-type derivatives are a family of sesquiterpenoids which have been isolated from several biological sources, such as herb plants [8,9], marine sponges [10,11,12], and marine micro-organisms [13,14,15,16,17]. Among the attractive examples, peniciaculins A and B were isolated in 2015 from the culture of a deep sea-derived Penicillium aculeatum strain, SD-321, with significant antimicrobial activities [16].…”

Section: Introductionmentioning

confidence: 99%

Antimicrobial Sesquiterpenoid Derivatives and Monoterpenoids from the Deep-Sea Sediment-Derived Fungus Aspergillus versicolor SD-330

Yin

et al. 2019

Marine Drugs

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Two new antimicrobial bisabolane-type sesquiterpenoid derivatives, ent-aspergoterpenin C (compound 1) and 7-O-methylhydroxysydonic acid (2), and two new butyrolactone-type monoterpenoids, pestalotiolactones C (3) and D (4), along with a known monoterpenoid pestalotiolactone A (5) and four known bisabolane sesquiterpenoids (6−9), were isolated and identified from the deep-sea sediment-derived fungus Aspergillus versicolor SD-330. The structures of these compounds were elucidated on the basis of spectroscopic analysis, and the absolute configurations of the new compounds 1−4 were determined by the combination of NOESY and TDDFT-ECD calculations and X-ray crystallographic analysis. Additionally, we first determined and reported the absolute configuration of the known monoterpenoid pestalotiolactone A (5) through the X-ray crystallographic experiment. All of these isolated compounds were evaluated for antimicrobial activities against human and aquatic pathogenic bacteria. Compounds 1, 2, 6 and 9 exhibited selective inhibitory activities against zoonotic pathogenic bacteria such as Escherichia coli, Edwardsiella tarda, Vibrio anguillarum and V. harveyi, with MIC values ranging from 1.0 to 8.0 μg/mL.

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“…1,2) In the course of our studies on Verbenaceae plants and natural antioxidants, we examined the constituents of the MeOH extract of the aerial parts of V. brasiliensis. The present paper describes the isolation and structural elucidation of two new iridoid glucosides (1, 2), along with six known iridoid glucosides (3)(4)(5)(6)(7)(8), three known phenylethanoid glycosides (9-11), two known lignan glucosides (12, 13), a known methyl salicylate glucoside (14), and two known sterols (15,16), as well as the radical-scavenging effects of 1 and 2.…”

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confidence: 99%

“…The aqueous MeOH layer was successively subjected to Diaion HP20 and silica gel column chromatography as well as HPLC on ODS to afford 15 compounds (1)(2)(3)(4)(5)(6)(7)(8)(9)(10)(11)(12)(13)(14)(15). Chromatography of the hexane layer over silica gel and Diaion HP20 furnished 16.…”

mentioning

confidence: 99%

“…Compounds 3-16 were identified as gelsemiol 3-O-b-Dglucoside (3), 3) verbraside (4), 2) 9-hydroxysemperoside (5), 3) griselinoside (6), 4) aralidioside (7), 4) 6) acteoside (10), 7) leucosceptoside A (11), 8) (15), 12) and b-sitosterol (16), 12) respectively, based on their physical and spectral data, although detailed 1 H-NMR spectral data and 13 C-NMR spectral data in CD 3 OD of 3-8 have not been reported in the literature. The structures of compounds 1-8 are shown in Fig.…”

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confidence: 99%

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