Antitermitic Activities of Abietane-type Diterpenes from Taxodium distichum Cones

Kusumoto, Norihisa; Ashitani, Tatsuya; Hayasaka, Yuichi; Murayama, Tetsuya; Ogiyama, Koichi; Takahashi, Koetsu

doi:10.1007/s10886-009-9646-0

Cited by 62 publications

(44 citation statements)

References 27 publications

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“…Thus, fraction 16 was elucidated as a new compound, identified as 9β,13β-epoxy-7-abietene (1) Amorphous white solid; GC retention time 33.78 min. (20), 161(100). Fraction 17 was identified as 6,7-didehydroroyleanone (2), already described by Kusumoto et al [20].…”

Section: Essential Oil Fractionation Of the Leavesmentioning

confidence: 99%

“…(20), 161(100). Fraction 17 was identified as 6,7-didehydroroyleanone (2), already described by Kusumoto et al [20].…”

Section: Essential Oil Fractionation Of the Leavesmentioning

confidence: 99%

“…In this paper, we describe the isolation and identification of a new compound from T. riparia essential oil, and corresponding in vitro antioxidant and cytotoxic activities. 16,17,18,19,20), suggested the presence of an abietane skeleton ( Figure 1). The presence of two oxygen-bearing quaternary carbons (δC 87.9 and δC 90.8) in Table 2.…”

Section: Introductionmentioning

confidence: 99%

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New Natural Diterpene-Type Abietane from Tetradenia riparia Essential Oil with Cytotoxic and Antioxidant Activities

et al. 2014

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Tetradenia riparia (Hochstetter) Codd belongs to the Lamiaceae family and it was introduced in Brazil as an exotic ornamental plant. A previous study showed its antimicrobial, acaricidal and analgesic activities. Two compounds were isolated from essential oil of T. riparia leaves and identified as 9β,13β-epoxy-7-abietene (1), a new one, OPEN ACCESSMolecules 2014, 19 515 and 6,7-dehydroroyleanone (2), already reported for another plant. The structure of these compounds was determined by spectroscopic analysis and by comparison with literature data. The cytotoxic activities of the essential oil and compounds 1 and 2 were determined by a 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl-2H-tetrazolium bromide (MTT) assay, and by tumor cells MDA-MB-435 (human breast carcinoma), HCT-8 (human colon), SF-295 (human nervous system) and HL-60 (human promyelocytic leukemia). The essential oil and compound 1 showed high cytotoxic potential of the cell lines SF-295 (78.06% and 94.80%, respectively), HCT-8 (85.00% and 86.54%, respectively) and MDA-MB-435 (59.48% and 45.43%, respectively). Compound 2 had no cytotoxic activity. The antioxidant activity was determined by 2,2-diphenyl-1-picryl-hydrazyl (DPPH), β-carotene-linoleic acid system and 2,2'-azinobis-(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) assays. The inhibitory concentration (IC 50 in µg mL −1 ) for essential oil and compound 2 was, respectively 15.63 and 0.01 for DPPH; 130.1 and 109.6 for β-carotenelinoleic acid and 1524 and 1024 for ABTS. Compound 1 had no antioxidant activity. By fractioning the oil, it was possible to identify two unpublished compounds: 1 with high cytotoxic potential and 2 with high antioxidant potential.

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Section: Essential Oil Fractionation Of the Leavesmentioning

confidence: 99%

“…(20), 161(100). Fraction 17 was identified as 6,7-didehydroroyleanone (2), already described by Kusumoto et al [20].…”

Section: Essential Oil Fractionation Of the Leavesmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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New Natural Diterpene-Type Abietane from Tetradenia riparia Essential Oil with Cytotoxic and Antioxidant Activities

et al. 2014

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“…The presence of secondary metabolites such as flavonoids, phenolics, terpenoids/steroids, and coumarins on C. parthenoxylon leaves might be responsible for antitermite activity, because some classes of flavonoids and terpenoids have been reported as termiticidal and feeding deterrent to termite [18][19] .…”

Section: Resultsmentioning

confidence: 99%

Antitermitic Activity of Cinnamomum Parthenoxylon leaves Against Coptotermes Curvignathus

Adfa¹,

Sanusi²,

Syalfinaf³

et al. 2017

Orient. J. Chem

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The antitermitic activity of Cinnamomum parthenoxylon leaves crude methanol extract and its fractions against Coptotermes curvignathus was investigated in a laboratory test. A no-choice test was employed for determining antitermitic activity. The results showed that all fractions and crude methanol extract at concentrations tested was reduced the survival of termite and as well as showed feeding deterrent activity compares to the corresponding control. The results of the preliminary phytochemical screening, and refer to previously reported data the secondary metabolites present in the crude MeOH extract and EtOAc fractions are terpenoids, steroids, flavonoids, coumarin, phenolics, benzenoids, chromene, and fatty acid methyl esters. Base on GC-MS data, the chemical components of n-hexane fraction showed 13 components which was divided into five groups, fatty acid methyl esters (53.66%), 1,2-benzenedicarboxylic acid, bis (2-ethylhexyl) ester (31.17%), phytol (6.49%), sesquiterpenes (6.47%), and a phenyl propanoid (2.22%). Need further investigation to examine which compounds are responsible for termiticidal and antifeedant activity, either singly or jointly.

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“…Antitermite activities of the samples were measured according to methods described in previous reports (Kusumoto et al, 2009;Sekine et al, 2009). A colony of R. speratus Kolbe was collected from Tsuruoka city, Japan.…”

Section: Antitermite Testsmentioning

confidence: 99%

Antitermite Activity of β-Caryophyllene Epoxide and Episulfide

Ashitani

Kusumoto

Borg‐Karlson

et al. 2013

Zeitschrift Für Naturforschung C

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Caryophyllene-6,7-epoxide and caryophyllene-6,7-episulfi de can be easily synthesized from β-caryophyllene by autoxidation or episulfi dation. The bioactivities of β-caryophyllene and its derivatives were investigated against the subterranean termite Reticulitermes speratus Kolbe. The antifeedant, feeding, and termiticidal activities of each compound were tested using no-choice, dual-choice, and non-contact methods. Antitermitic activities were not shown by β-caryophyllene, but were observed for the oxide and sulfi de derivatives. Caryophyllene-6,7-episulfi de showed especially high antifeedant and termiticidal activities. Thus, naturally abundant, non-bioactive β-caryophyllene can be easily converted into an antitermite reagent via a non-biological process.

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Antitermitic Activities of Abietane-type Diterpenes from Taxodium distichum Cones

Cited by 62 publications

References 27 publications

New Natural Diterpene-Type Abietane from Tetradenia riparia Essential Oil with Cytotoxic and Antioxidant Activities

New Natural Diterpene-Type Abietane from Tetradenia riparia Essential Oil with Cytotoxic and Antioxidant Activities

Antitermitic Activity of Cinnamomum Parthenoxylon leaves Against Coptotermes Curvignathus

Antitermite Activity of β-Caryophyllene Epoxide and Episulfide

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