Cyclobutanoid Amides from <i>Piper arborescens</i>

Lee, Fan Pin; Chen, Yu Chang; Chen, Jih Jung; Tsai, Ian‐Lih; Chen, Ih Sheng

doi:10.1002/hlca.200490044

Cited by 43 publications

(24 citation statements)

References 5 publications

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“…14), have been isolated from the fruits of P. nigrum [86]. Cyclobutanoid amides, piplartine-dimer A (42), piperarborenine A (43) and B (44), and piperarboresine (45) were isolated from the stem of P. arborescens [87]. Piplartine dimer A (42) has also been obtained from extracts of three piper species: P. aborescens, P. rugosum, P. tuberculatum [88][89][90].…”

Section: Terrestrial Cyclobutane-containing Alkaloidsmentioning

confidence: 99%

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Bioactive cyclobutane-containing alkaloids

2007

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The present review describes research on novel natural cyclobutane-containing alkaloids and synthetic compounds isolated from terrestrial and marine species. More than 210 compounds have been confirmed to show antimicrobial, antibacterial, anticancer, and other activities. Structures, origins, biosynthesis, photodimerization, and biological activities of a selection of cyclobutane-containing alkaloids and selected synthetic analogs of natural alkaloids are reviewed.

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Section: Terrestrial Cyclobutane-containing Alkaloidsmentioning

confidence: 99%

“…b-lumicolchicine (87), N-deacetyl-N-formyl-blumicolchicine (88), and (89) were isolated from G. superba tubers [165][166][167].…”

Section: Terrestrial Cyclobutane-containing Alkaloidsmentioning

confidence: 99%

Bioactive cyclobutane-containing alkaloids

2007

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“…It is also used in traditional medicine for treating rheumatism (6). Phytochemical studies on this plant have led to the isolation of pyridone alkaloids, cyclobutanoid alkaloids and lignans (7)(8)(9). The methanolic stem extract of P. arborescens showed significant antiplatelet aggregation activity and cytotoxicity activities (9), while chloroform stems extract was found to display significant activity against a KB cell culture system and a P-388 lymphocytic leukemia system in cell culture (10).…”

Section: Introductionmentioning

confidence: 99%

Essential Oil Compositions and Antimicrobial Activity of Piper arborescens Roxb.

Salleh¹,

Ahmad²,

Khong³

2016

Marmara Pharm J

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The essential oils obtained from the leaves and stems of Piper arborescens by hydrodistillation were analyzed by GC and GC-MS. Fifty components have been identified from the leaves and stems oils, comprise of thirty six (97.5%) and forty six (90.5%) components, respectively. The most abundant components in the leaves oil were β-phellandrene (24.3%), sabinene (16.3%), α-pinene (10.4%) and terpinen-4-ol (7.2%), while β-phellandrene (20.4%), methyl eugenol (11.0%) and β-caryophyllene (9.0%) were the main components in the stems oil. The essential oils were tested for antimicrobial activity by using disc diffusion and micro dilution methods for the minimum inhibitory concentration (MIC). The results showed that the leaves oil exhibited significant antimicrobial activity towards Staphylococcus aureus with MIC value 250 µg/ mL, while stems oil showed the activity against Gram positive bacteria, Pseudomonas aeruginosa and fungal, Aspergillus niger each with MIC value 500 µg/mL.

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“…[1,2] This led to both the concise preparation of these molecules (6–7 steps) and the structural reassignment of piperarborenine D (revised structure, 3 ). While the piperarborenines are the simplest examples of heterodimeric cyclobutane natural products isolated from pepper plants, a number of other heterodimers have been isolated, which all arise from a formal [2+2] cycloaddition of piperine-like monomers ( 4 ) with varying oxidation states and chain lengths.…”

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confidence: 99%