Isolation of a New Labdane-type Diterpene from Vitex rotundifolia

Kim, You Ah; Kim, Da Seul; Oh, Kwang-suk; Seo, Youngwan

doi:10.5012/bkcs.2013.34.12.3840

Cited by 9 publications

(11 citation statements)

References 15 publications

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“…This suggests that steric fine‐tuning of the active‐site contour (as shown here) might have enabled the evolution of MvCPS1 toward its distinct cyclo‐oxygenation activity to afford 3 as the precursor to the bioactive diterpene marrubiin. Similar diTPS functions might have evolved in other species, as halimadane diterpenes with the characteristic endocyclic C5=C10 double‐bond and variable‐functional modifications that could derive from 4 have been described in ethnomedicinal plants of the genus Vitex (and a few other species) …”

Section: Methodsmentioning

confidence: 72%

Substitution of Two Active‐Site Residues Alters C9‐Hydroxylation in a Class II Diterpene Synthase

et al. 2016

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Diterpenes form a vast and diverse class of natural products of both ecological and economic importance. Class II diterpene synthase (diTPS) enzymes control the committed biosynthetic reactions underlying diterpene chemical diversity. Homology modelling with site-directed mutagenesis identified two active-site residues in the horehound (Marrubium vulgare) class II diTPS peregrinol diphosphate synthase (MvCPS1); residue substitutions abolished the unique MvCPS1-catalysed water-capture reaction at C9 and redirected enzyme activity toward formation of an alternative product, halima-5(10),13-dienyl diphosphate. These findings contributed new insight into the steric interactions that govern diTPS-catalysed regiospecific oxygenation reactions and highlight the feasibility of diTPS engineering to provide a broader spectrum of bioactive diterpene natural products.

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Section: Methodsmentioning

confidence: 72%

Substitution of Two Active‐Site Residues Alters C9‐Hydroxylation in a Class II Diterpene Synthase

et al. 2016

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“…Descriptions of Polarimeter, NMR, HRFABMS, and HPLC instrumentation were the same as reported previously …”

Section: Methodsmentioning

confidence: 99%

“…In addition to the Bcl-2 family, the tumor-suppressive gene p53 plays a key role in inducing apoptosis. 25 Extraction and Isolation. Chipuk et al 23 demonstrated that p53 regulates mitochondrial membrane permeability and apoptosis by directly activating Bax.…”

mentioning

confidence: 99%

An Unusual Homoisoflavanone from Portulaca oleracea

Lee

Kim

Kong

et al. 2019

Bulletin Korean Chem Soc

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“…Fruit/MeOH extract (Ono, Yamamoto, et al, 2001) 42 Vitexilactone V. rotundifolia Fruit/MeOH extract (Ono, Yamamoto, et al, 2001) (Wang, Zhang, Zheng, et al, 2014) Fruit/MeOH extract (Kim, Kim, Oh, & Seo, 2013) Plant/MeOH extract (Kiuchi et al, 2004) V. trifolia Fruit/acetone extract (Zheng, Zhu, Yu, et al, 2013) Fruit/hot aq. EtOH Cytotoxicity against four human cancer cell lines (A549, HCT116, HL-60, and ZR-75-30), but did not show any activity (IC 50 < 5 μg/ml).…”

Section: Rotundifoliamentioning

confidence: 99%

“…Vitetrifolin E (= Vitexifolin E) V. trifolia Fruit/acetone extract Fruit/H 2 O:acetone (7:3) extract (Wu et al, 2009) V. rotundifolia Whole plant/MeOH extract, DCM fraction (Kim et al, 2013) 75 Vitetrifolin F (=Vitexifolin F) V. trifolia Fruit/acetone extract Fruit/H 2 O:acetone (7:3) (Wu et al, 2009) V. rotundifolia Whole plant/MeOH extract, DCM fraction (Kim et al, 2013) 76 Vitetrifolin G V. trifolia Fruit/acetone extract (Continues) ( Kiuchi et al, 2004) 92 Vitetrifolin B V. trifolia Fruit/acetone extract (Ono, Sawamura, Ito, et al, 2000) 93 Vitetrifolin C V. trifolia Fruit/acetone extract (Ono et al, 2000) 94 Rotundifuran V. rotundifolia Leaves/light petroleum extract (Asaka, Kamikawa, & Kubota, 1973) V. trifolia Fruit/acetone extract (Ono et al, 2000) V (Ono et al, 2000) 96 Vitedoin B V. negundo Seeds/DCM extract (Zheng, Huang, Wang, et al, 2010) Seeds/MeOH extract (Ono, Nishida, Masuoka, et al, 2004) 97 Vitexifolin D V. rotundifolia Fruit/MeOH extract (Ono et al, 2002) 98…”

Section: Whole Plant/meoh Extract Etoac Fractionmentioning

confidence: 99%

Traditional uses, phytochemistry, and pharmacology of genus Vitex (Lamiaceae)

Das

Salgueiro

Choudhury³

et al. 2021

Phytotherapy Research

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Vitex, the genus of the family Lamiaceae, comprises of about 230 species mostly distributed in the warm regions of Europe and temperate regions of Asia. Several Vitex species have been used as folk medicine in different countries for the treatment of various kinds of diseases and ailments. The main aim of this review is to collect and analyze the scientific information available about the Vitex species regarding their chemical constituents and pharmacological activities. The phytochemical investigation of various Vitex species has resulted in the isolation of about 556 chemical constituents belong to various chemical category viz. iridoids, diterpenoids, triterpenoids, flavonoids, lignans, sesquiterpenoids, monoterpenoids, ecdysteroids, and others. The crude extracts of different Vitex species as well as pure phytochemicals exhibited a wide spectrum of in-vitro and in-vivo pharmacological activities. In the present review, the scientific literature data on the ethnopharmacological, phytochemical, and pharmacological investigations on the genus Vitex are summarized. More attention should be given in future research to evaluate the pharmacological potential with detailed mechanism of actions for the pure compounds, extracts of plants from this genus.Moreover, their clinical study is needed to justify their use in modern medicine and to further exploring this genus for new drug discovery.

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Isolation of a New Labdane-type Diterpene from Vitex rotundifolia

Cited by 9 publications

References 15 publications

Substitution of Two Active‐Site Residues Alters C9‐Hydroxylation in a Class II Diterpene Synthase

Substitution of Two Active‐Site Residues Alters C9‐Hydroxylation in a Class II Diterpene Synthase

An Unusual Homoisoflavanone from Portulaca oleracea

Traditional uses, phytochemistry, and pharmacology of genus Vitex (Lamiaceae)

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