Chemical and Pharmacological Investigations of Constituents of Eleutherine Bulbosa (Miller) Urb. (Iridaceae)

Bianchi, Clementina; Ceriotti, G

doi:10.1002/jps.2600640809

Cited by 31 publications

(18 citation statements)

References 19 publications

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“…The bulb of this plant has been used as a folk medicine for coronary vasodilating, 1) prothrombin decreasing, 2) antifertility, 3) and woundhealing activities. 4) Previous phytochemical studies on the bulb of E. americana have resulted in the isolation of various types of naphthoquinones and anthraquinones.…”

mentioning

confidence: 99%

Identification of a New Naphthalene and Its Derivatives from the Bulb of Eleutherine americana with Inhibitory Activity on Lipopolysaccharide-Induced Nitric Oxide Production

Han

Min

Nam

et al. 2008

CHEMICAL & PHARMACEUTICAL BULLETIN

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A new naphthoquinone, (؊)-3-[2-(acetyloxy)propyl]-2-hydroxy-8-methoxy-1,4-naphthoquinone (1) was isolated from the bulb of Eleutherine americana MERR. et HEYNE (Iridaceae) together with two known compounds, eleutherinol (6) and 1,5-dihydroxy-3-methylanthraquinone (7) which were found in this species for the first time. The other known compounds, (؊)-isoeleutherin (2), (؉)-eleutherin (3), (؊)-hongconin (4), and (؉)-dihydroeleutherinol (5) which were reported previously from this species, were also isolated in the present study. Compounds 2-6 exhibited potent inhibitory activity on nitric oxide production in RAW 264.7 lipopolysaccharide-activated mouse macrophage cells with IC 50 values of 7.7, 11.4, 19.8, 21.7, and 34.4 m mM, respectively, whereas the other two compounds, 1 and 7, were inactive. The structure of compound 1 was elucidated by spectroscopic data analysis including 1D and 2D NMR experiments.

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mentioning

confidence: 99%

Identification of a New Naphthalene and Its Derivatives from the Bulb of Eleutherine americana with Inhibitory Activity on Lipopolysaccharide-Induced Nitric Oxide Production

Han

Min

Nam

et al. 2008

CHEMICAL & PHARMACEUTICAL BULLETIN

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“…[ 125] Extracts of E. americana of which eleutherin and isoeleutherin are the major constituents have been used to treat angina pectoris [126] and (+)-eleutherin is a reversible inhibitor of topoisomerase II, a target for anticancer agents. [127] This tricycle has been repeatedly targeted as a synthetic objective, in racemic [128] and chiral forms.…”

Section: Final Steps Of the Syntheses Of (-)-Hongconin (115) And (-)-mentioning

confidence: 99%

Synthesis of Oxacycles Employing the Oxa‐Pictet–Spengler Reaction: Recent Developments and New Prospects

2011

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The oxa‐Pictet–Spengler cyclization is the oxygen variation of the Pictet–Spengler reaction, in which an aromatic alcohol component (generally a β‐arylethyl alcohol) reacts with acarbonyl component (aldehyde, ketone or their masked derivatives), to yield a 1‐substituted (or 1,1′‐disubstituted)pyran fused to the aromatic ring system found in the starting alcohol. The transformation is usually promoted by Brønsted and Lewis acids. Intramolecular versions of the reaction are also known, where both components are mutually masked as an acetal. Discussed here are aspects concerning the most recent developments and new applications of this useful reaction, including the scope and limitations of new promoters, and new mechanistic pictures of this transformation. The use of novel stereochemical control strategies and the application of the reaction to the synthesis of natural products and their analogs, as well as to accessing fully synthetic bioactive compounds and new ring systems are presented, and chiral versions of the oxa‐Pictet–Spengler are also analyzed.

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“…8 This plant comes from the family Iridaceae which is empirically used to cure breast cancer. 9 This is scientifically proved by In silico study in 2014 which states that Dayak onion bulbs contains derivatives of naftokuinon compound, eleutherinol, that antagonist in estrogen alpha receptors (ER-α) in breast. 8 These compounds are expected selective and agonist in estrogen receptors in other tissues such as bone and blood vessels, so it can be used as an alternative therapy to treat postmenopausal syndrome.…”

Section: Introductionmentioning

confidence: 99%

Effects of Dayak Onion Bulbs (Eleutherine bulbosa (Mill.) Urb) on Bone Development of the Hipoestrogen Model Rat.

Bahtiar¹,

Annisa²

2018

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Background:Eleutherinol is a naphtoquinone derivative that has strong affinity to bind with estrogen alpha receptors (ERα). This compound can be found in Dayak Onion Bulbs (Eleutherine bulbosa Mill.). Objective: The purpose of this study is to analyze the effects of Dayak Onion Bulbs extract on the growth of the bone of hypoestrogen model rat. Methods: A total of 36 female white rats of Sprague-Dawley were divided into 6 groups. All 6 groups receive CMC Na 0,5% (sham group), CMC Na 0,5% (negative group), tamoxifen (positive group), three level of dayak onion bulbs extract doses namely dose 8 mg/ 200 g, 12 mg/ 200 g , and 18 mg/ 200 g. All groups, except the sham, is ovariectomized to obtain the conditions of hypoestrogen. After ovariectomy, all rats were evaluated for the success of ovariectomy on day 35, followed by the administration of the extracts by oral administration for 21 days. After 21 days administration, the level of bone calcium, bone weight, and bone length were measured by Atomic Absorption Spectrophotometry. Results: Dayak onion bulbs extract at dose 3 (18 mg/200 g BW) could increase significantly bone calcium level, bone weight, and bone legnth of hypoestrogen rat. Conclusion: The results showed that Dayak onion bulbs extract could be developed to be a drug for menopause woman in the future.

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Chemical and Pharmacological Investigations of Constituents of Eleutherine Bulbosa (Miller) Urb. (Iridaceae)

Cited by 31 publications

References 19 publications

Identification of a New Naphthalene and Its Derivatives from the Bulb of Eleutherine americana with Inhibitory Activity on Lipopolysaccharide-Induced Nitric Oxide Production

Identification of a New Naphthalene and Its Derivatives from the Bulb of Eleutherine americana with Inhibitory Activity on Lipopolysaccharide-Induced Nitric Oxide Production

Synthesis of Oxacycles Employing the Oxa‐Pictet–Spengler Reaction: Recent Developments and New Prospects

Effects of Dayak Onion Bulbs (Eleutherine bulbosa (Mill.) Urb) on Bone Development of the Hipoestrogen Model Rat.

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