Zierane sesquiterpene lactone, cembrane and fusicoccane diterpenoids, from the Tahitian liverwort Chandonanthus hirtellus

Komala, Ismiarni; Ito, Takuya; Nagashima, Fumihiro; Yagi, Yasuyuki; Kawahata, Masatoshi; Yamaguchi, Kentaro; Asakawa, Yoshinori

doi:10.1016/j.phytochem.2010.04.023

Cited by 40 publications

(52 citation statements)

References 13 publications

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“…Cembrane-type diterpenoids and a known diterpenoid anadensin isolated from Tahitian liverwort Chandonanthus hirtellus had shown weak cytotoxicity against HL-60. Fusicoccane-type diterpenoids, fusicoauritone 6alpha-methyl ether had indicated weak cytotoxicity against KB cell lines [63] .…”

Section: Diterpenoidsmentioning

confidence: 97%

“…Cytotoxic activitiy of herbertane type sesquiterpenoids (−)-alpha-herbertenol, (−)-herbertenediol, (−)-mastigophorene C, (−)-mastigophorene D and (−)-Diplophyllolide A from the Tahitian liverwort Mastigophora diclados against HL-60 and KB cell lines was reported [62] . A zierane sesquiterpene gamma-lactone, chandolide from Tahitian liverwort Chandonanthus hirtellus had shown weak cytotoxic activity against HL-60 [63] . Germacrane-and pinguisane-type sesquiterpenoids from Indonesian and Tahitian Frullania sp.…”

Section: Sesquiterpenesmentioning

confidence: 99%

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Therapeutic potential of bryophytes and derived compounds against cancer

Dey

Mukherjee²

2015

Journal of Acute Disease

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A B S T R A C TObjective: Bryophytes, taxonomically placed between the algae and the pteridophytes, are divided into three classes such as Liverworts, Hornworts and Mosses. Indigenous use involves this small group of plants to treat various diseases. Bryophytes have been investigated pharmacologically for active biomolecules. Several constituents with therapeutic potential have been isolated, characterized and investigated for antibacterial, antifungal, antiviral, antioxidative, antiinflamatory and anticancerous efficacy. Methods: The present review deals with the literature covering the anticancerous potential of bryophytes. Apart from the examples of the compounds and the containing bryophyte genera, the authors have tried to include the examples of cancer cell lines on which the efficacy have been tested and the mode of action of certain cytotoxic agents. Results: Crude extracts and isolated compounds from bryophytes were found to possess potent cytotoxic properties. Different types of terpenoids and bibenzyls have been reported among the most potent cytotoxic compounds. Most of these compounds were found to induce apoptosis by activating a number of genes and enzymes. Biochemical markers such as DNA fragmentation, nuclear condensation, proteolysis of poly (ADPribose) polymerase, activation of caspases, inhibition of antiapoptotic nuclear transcriptional factor-kappaB, activation of p38 mitogen-activated protein kinase etc. have been found to be associated with apoptotic and necrotic response. Conclusions: This review summarizes recent scientific findings and suggests further investigations to evaluate the cytotoxic efficacy of bryophytes.

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Section: Diterpenoidsmentioning

confidence: 97%

Section: Sesquiterpenesmentioning

confidence: 99%

Therapeutic potential of bryophytes and derived compounds against cancer

Dey

Mukherjee²

2015

Journal of Acute Disease

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“…An investigation of the Caribbean octocoral Eunicea tourniforti collected along the southwest coast of Barbados afforded four new cembrane diterpenes (36)(37)(38)(39) [19]. Alcyonols A-C (40)(41)(42) were reported by Zvia Kinamoni and his coworkers from Alcyonium utinumii [20], while gibberosenes B-G (43)(44)(45)(46)(47)(48) were identified from the Formosan soft coral, Sinularia gibberosa [21]. Two new cembrane-type diterpenoids, 14-0-acetylsarcophytol B(49) and 14-0-acetylsarcophytol J (50), were isolated from the Okinawan soft coral Sinularia sp.…”

Section: Isopropyl Cembranesmentioning

confidence: 99%

“…Cembrane-type diterpenoids, (8E)-4a-acetoxy12a,13a-epoxycembra-1(15),8-diene (107) and 13,18,20-epi-isochandonanthone (108) were isolated from the Tahitian liverwort Chandonanthus hirtellus (Web.) Mitt, while C. hirtellus produced three other analogs (109)(110)(111) [38][39][40].…”

Section: Isopropyl Cembranesmentioning

confidence: 99%

“…Chandonanthus hirtellus 107-111 [38][39][40] Echinodorus macrophyllus 444, 445 [129] Anisomeles indica 342-348 [106][107][108] Cleome spinosa 166-170 [64] Echinodorus grandiflorus 68 [32] Croton gratissimus 638 [182] Croton laevigatus 400-405 [120] Croton oblongifolius 103-105, 520, 554-556 [35,36,157] Greek tobacco 69-102 [33,34] very abundant in tropical reef environments. The abundance and ease of collection of these invertebrates has facilitated an extensive investigation of their secondary metabolism.…”

Section: ] Liverwortmentioning

confidence: 99%

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Cembrane Diterpenes Chemistry and Biological Properties

Yang¹,

Zhou²,

Lin³

et al. 2012

COC

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Cembrane-type diterpenoids are a large and structurally varied group of natural products isolated from both terrestrial and marine organisms. The present paper reviews all the metabolites of cembrane diterpenes, reported up to 2010. The natural products discussed in this review can be divided into several different structural families featuring a variety of ring sizes and oxidation patterns. The currently known biological activities will be presented as well.

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Chemical Analysis of Bryophytes

Asakawa

Ludwiczuk

Toyota

2014

Encyclopedia of Analytical Chemistry

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There are more than 20,000 species of bryophytes in the world. Among them, almost all of the liverworts (Marchantiophyta) possess beautiful cellular oil bodies from which over several hundred new terpenoids and phenolic compounds with more than 40 new carbon skeletons have been isolated. Some of the isolated terpenoids and aromatic compounds from liverworts show allergenic contact dermatitis, cytotoxicity, antimicrobial, antifungal, antiviral, insect antifeedant and mortality, antioxidant, NO production and plant growth inhibitory, neurotrophic and piscicidal, tublin polymerization inhibitory, muscle‐relaxing, and liver X‐receptor alpha (LXRα) agonist and LXRβ antagonist activities among others. The bio‐ and chemical diversities, chemical analysis of bryophytes, including extraction, distillation, purification, thin‐layer chromatography (TLC), gas chromatography (GC) and gas chromatography/mass spectrometry (GC/MS), and high performance liquid chromatography (HPLC) analysis of oil bodies of liverworts, and biosynthesis of typical bis‐bibenzyls, biological activities, chemosystematics, and chemical phylogeny of bryophytes are surveyed.

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Zierane sesquiterpene lactone, cembrane and fusicoccane diterpenoids, from the Tahitian liverwort Chandonanthus hirtellus

Cited by 40 publications

References 13 publications

Therapeutic potential of bryophytes and derived compounds against cancer

Therapeutic potential of bryophytes and derived compounds against cancer

Cembrane Diterpenes Chemistry and Biological Properties

Chemical Analysis of Bryophytes

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