Bioactive Diterpenes from the Mangrove Avicennia officinalis Linn.

Subrahmanyam, C.; Kumar, Sreekantha Ratna; Reddy, G. Damodar

doi:10.1002/chin.200711156

Cited by 8 publications

(8 citation statements)

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“…Diterpene resin acids are important defense compounds against potential pathogens, bark beetles and their associated fungi (Martin et al, 2002). Diterpenes exhibit antibacterial (Bandaranayake, 2002) and the antibacterial activity of the 11 th fraction of chloroform extract was probably resulted from the structural similarities with excoecarin A (Subrahmanyam et al, 2005). The 30 th fraction of water extract was identified as 3,4, 5-trihydroxy-methyl benzoate.…”

Section: Discussionmentioning

confidence: 99%

In vitro antibacterial activity of diterpene and benzoxazole derivatives from Excoecaria agallocha L.

Raja¹,

Ravikumar²,

Gnanadesigan³

et al. 2010

International Journal of Biological and Chemical Sciences

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The in vitro antibacterial activity of column chromatographic fractions of n-hexane, benzene, chloroform, acetone, ethanol and water extracts of Excoecaria agallocha L. were determined against 24 localized and common bacterial pathogens. Antibacterial assay was performed by agar diffusion method against 4 specialized urinary tract pathogens, 10 antibiotic sensitive ophthalmic bacterial pathogens, 5 antibiotic resistant bacterial pathogens and 5 fish pathogens. It was found that the 11 th fraction of chloroform extract and the 30 th fraction of water extract exhibited broad spectrum of antibacterial activity. These 2 active fractions were further investigated through UV-Visible, NMR and FT-IR and were characterized as benzoate and diterpenes and their derivatives viz., 2,3-secoatisane type diterpene and 3,4,5-trihydroxy methyl benzoate.

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Section: Discussionmentioning

confidence: 99%

In vitro antibacterial activity of diterpene and benzoxazole derivatives from Excoecaria agallocha L.

Raja¹,

Ravikumar²,

Gnanadesigan³

et al. 2010

International Journal of Biological and Chemical Sciences

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“…revealed lapachol, a naphthofuranquinone compound which has been isolated from Indian and West African A. tomentosa [ 6 ]. Later, various classes of chemical components have been isolated from the Avicennia genus, including naphthoquinones [ 7 , 8 , 9 , 10 , 11 ], iridoid glucosides [ 12 , 13 , 14 , 15 , 16 , 17 ], sterols [ 18 , 19 ], flavones [ 16 , 20 ], diterpenes [ 21 ] and triterpenes [ 18 , 19 , 22 , 23 ] from leaves, roots, twigs and stem bark.…”

Section: Introductionmentioning

confidence: 99%

Targeted Isolation of Anti-Trypanosomal Naphthofuran-Quinone Compounds from the Mangrove Plant Avicennia lanata

2020

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The discovery of new secondary metabolites from natural origins has become more challenging in natural products research. Different approaches have been applied to target the isolation of new bioactive metabolites from plant extracts. In this study, bioactive natural products were isolated from the crude organic extract of the mangrove plant Avicennia lanata collected from the east coast of Peninsular Malaysia in the Setiu Wetlands, Terengganu, using HRESI-LCMS-based metabolomics-guided isolation and fractionation. Isolation work on the crude extract A. lanata used high-throughput chromatographic techniques to give two new naphthofuranquinone derivatives, hydroxyavicenol C (1) and glycosemiquinone (2), along with the known compounds avicenol C (3), avicequinone C (4), glycoquinone (5), taraxerone (6), taraxerol (7), β-sitosterol (8) and stigmasterol (9). The elucidation and identification of the targeted bioactive compounds used 1D and 2D-NMR and mass spectrometry. Except for 6–9, all isolated naphthoquinone compounds (1–5) from the mangrove plant A. lanata showed significant anti-trypanosomal activity on Trypanosoma brucei brucei with MIC values of 3.12–12.5 μM. Preliminary cytotoxicity screening against normal prostate cells (PNT2A) was also performed. All compounds exhibited low cytotoxicity, with compounds 3 and 4 showing moderate cytotoxicity of 78.3% and 68.6% of the control values at 100 μg/mL, respectively.

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“…[2] A number of compounds have been isolated from leaves and roots of A.officinalis. [4][5][6][7] Previously, we isolated some flavonoids, steroids, triterpenoids and a iridoid from A. officinalis growing in Can Gio mangrove forest in Ho Chi Minh City. [8,9] In this paper, we display the structural elucidation of six compounds isolated from this species, including aviridoid(1), (1S,5R,8S,9R)-2'-(E-coumaroyl) mussaenosidic acid (2), velutin (3), α-tocopherol (4), and a mixture of 6-methoxynaphtho[2,3-b]-furan-4,9-quinone(5) and 7-methoxynaphtho[2,3-b]-furan-4,9-quinone (6) ( Fig.…”

Section: Introductionmentioning

confidence: 99%

A new iridoid from leaves of Avicennia officinalis L.

Thu

Hoang

Vinh

et al. 2019

Vietnam Journal of Chemistry

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Avicennia officinalis L., Avicenniaceae,is a widespread plant in mangrove forests in Vietnam, Cambodia, Thailand, Indonesia,… A. officinalis's chemical compositions remain mostly unknown. Therefore, we now report on the structural elucidation of six compounds isolated from this plant growing in Can Gio mangrove forest in Ho Chi Minh City by using a variety of chromatographic techniques. The structures of these compounds were elucidated by NMR spectroscopy analysis as well as compared with data in the literature. They areaviridoid(1), (1S,5R,8S,9R)-2'-(Ecoumaroyl)mussaenosidic acid (2), velutin (3), α-tocopherol (4), and a mixture of 6-methoxynaphtho[2,3-b]-furan-4,9quinone (5) and 7-methoxynaphtho[2,3-b]-furan-4,9-quinone (6). To the best of our knowledge, (1) is a new compound while (2), (4), (5) and (6) are obtained from Avicennia genus for the first time. Further studies on this species are in progress.

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Bioactive Diterpenes from the Mangrove Avicennia officinalis Linn.

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Cited by 8 publications

References 0 publications

<i>In vitro</i> antibacterial activity of diterpene and benzoxazole derivatives from <i>Excoecaria agallocha</i> L.

<i>In vitro</i> antibacterial activity of diterpene and benzoxazole derivatives from <i>Excoecaria agallocha</i> L.

Targeted Isolation of Anti-Trypanosomal Naphthofuran-Quinone Compounds from the Mangrove Plant Avicennia lanata

A new iridoid from leaves of Avicennia officinalis L.

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