ChemInform Abstract: THE STRUCTURE OF YAHAZUNOL, A NEW SESQUITERPENE‐SUBSTITUTED HYDROQUINONE FROM THE BROWN SEAWEED DICTYOPTERIS UNDULATA OKAMURA

Ochi, Masamitsu; Kotsuki, Hiyoshizo; Muraoka, K.; Tokoroyama, Takashi

doi:10.1002/chin.197918100

Cited by 6 publications

(7 citation statements)

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“…Absolute configurations of 1 – 4 were reported by chemical synthesis [ 6 , 7 , 11 ] or chemical degradation [ 12 ]. Our experimental values of specific rotation for 1 [α] D 18 +36.6 ( c 0.075, CHCl 3 ), 2 [α] D 18 +115.3 ( c 0.055, CHCl 3 ), 3 [α] D 18 −38.3 ( c 0.20, CHCl 3 ) and 4 [α] D 23 +24.2 ( c 0.22, CHCl 3 ) were similar to the literature values { 1 [α] D 22 +28 ( c 1.0, CHCl 3 ) [ 6 ], 2 [α] D 21 +89 ( c 0.1, MeOH) [ 6 ], 3 [α] D 20 −33.5 ( c 0.37, CHCl 3 ) [ 11 ] and 4 [α] D 27 +32 ( c 0.10, CHCl 3 ) [ 13 ]}. We concluded these structures to be as described in Figure 1 .…”

Section: Resultssupporting

confidence: 90%

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Antioxidants from the Brown Alga Dictyopteris undulata

et al. 2018

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An investigation of anti-oxidative compounds from the brown alga Dictyopteris undulata has led to the isolation and identification of isozonarol, isozonarone, chromazonarol, zonaroic acid and isozonaroic acid. Their structures were identified by comparison of MS and NMR spectra. Full NMR assignment and absolute configuration of isozonaroic acid are described. Isozonarol showed the most potent 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging activity among the compounds isolated.

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Section: Resultssupporting

confidence: 90%

“…We concluded these structures to be as described in Figure 1 . These compounds have been reported from D. undulata [ 8 , 9 , 10 , 11 , 12 , 13 , 14 ].…”

Section: Resultsmentioning

confidence: 99%

Antioxidants from the Brown Alga Dictyopteris undulata

et al. 2018

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“…(+)-Yahazunol 125 (Ochi et al, 1979) and cyckozonarone 126 (Kurata et al, 1996) were showed cytotoxic activity against several human tumor cell lines, while zonarol 127, zonarone 128 and isozonarol 129 (Fenical et al, 1973) isolated from brown alga also displayed cytotoxicity against various human tumour cell lines (Laube et al, 2005).…”

Section: Phaeophyta (Brown Algae)mentioning

confidence: 99%

Biological importance of marine algae

Gamal

2010

Saudi Pharmaceutical Journal

393

166

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Marine organisms are potentially prolific sources of highly bioactive secondary metabolites that might represent useful leads in the development of new pharmaceutical agents. Algae can be classified into two main groups; first one is the microalgae, which includes blue green algae, dinoflagellates, bacillariophyta (diatoms)… etc., and second one is macroalgae (seaweeds) which includes green, brown and red algae. The microalgae phyla have been recognized to provide chemical and pharmacological novelty and diversity. Moreover, microalgae are considered as the actual producers of some highly bioactive compounds found in marine resources. Red algae are considered as the most important source of many biologically active metabolites in comparison to other algal classes. Seaweeds are used for great number of application by man. The principal use of seaweeds as a source of human food and as a source of gums (phycocollides). Phycocolloides like agar agar, alginic acid and carrageenan are primarily constituents of brown and red algal cell walls and are widely used in industry.

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“…TLC showed several UV active spots. D. rnernbranacea has not been chemically investigated although the genus has been well studied and found to contain a variety of metabolites of mixed biogenetic origin (terpenoid and aromatic portions (Ochi et al 1979, Gerwick 1981, Faulkner 1984.…”

Section: Phaeophytamentioning

confidence: 99%

Seaweed susceptibility to herbivory: chemical and morphological correlates

Paul¹,

Hay²

1986

Mar. Ecol. Prog. Ser.

235

226

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The susceptibility of 82 species of tropical seaweeds to grazing by herbivorous fishes was assessed on 8 different coral reefs in the Florida Keys, USA. Most species were simultaneously assayed for the presence or absence of unusual secondary rnetabolites and recorded as having either calcified or uncalcified thalli. Both production of secondary rnetabolites and of a calcified thallus were associated with low susceptibility to herbivory. However, the relative importance of calcification versus chemical deterrents cannot be assessed for the calcified species since almost all these also contained secondary metabolites. Eighty-five % of calcified species, but only 39 % of uncalcified species, produced secondary metabohtes. Secondary metabolites were produced by 71 % of the species least suscephble to herbivory ( t 2 5 % eaten) but by only 20 O/ O of the species most susceptible to herbivory (>75 % eaten). Calcified thalh were produced by 50 % of the lowest preference species but by only 9 O/O of the highest preference species. Thus, several common reef seaweeds appear to resist herbivory by relying primarily on chemical deterrents (genera Dictyota, Dilophus, Stypopodium, Lobophora, Avrainvrllea, and some Caulerpa species) but many appear to combine both chemical and morphological defenses (genera Penicillus, Halimeda, Rhipocephalus, Udotea, Amphiroa, and Galaxaura). We suggest that multiple defenses will be common among seaweeds on coral reefs since herbivore diversity is high and it is unlikely that any single defense will be effective against the many types of herbivores that encounter these plants. Thls may account, in part, for the diversity of secondary metabolites produced by some tropical seaweeds.

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ChemInform Abstract: THE STRUCTURE OF YAHAZUNOL, A NEW SESQUITERPENE‐SUBSTITUTED HYDROQUINONE FROM THE BROWN SEAWEED DICTYOPTERIS UNDULATA OKAMURA

Cited by 6 publications

References 1 publication

Antioxidants from the Brown Alga Dictyopteris undulata

Antioxidants from the Brown Alga Dictyopteris undulata

Biological importance of marine algae

Seaweed susceptibility to herbivory: chemical and morphological correlates

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