Bulbophyllanthrone, a phenanthraquinone from Bulbophyllum odoratissimum
TL;DR: A new phenanthraquinone, bulbophyllanthrone was isolated together with the known flavonoids chrysin and pinobanksin from the orchid Bulbophyllum odoratissimum.
About: This article is published in Phytochemistry.The article was published on 1991-01-01. It has received 25 citations till now. The article focuses on the topics: Pinobanksin.
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TL;DR: The previous databases for 150 compounds have been expanded to encompass 339 compounds for which absorption spectra, fluorescence spectra and references to the primary literature have been included where available (552 spectra altogether).
Abstract: The design of new molecules for photochemical studies typically requires knowledge of spectral features of pertinent chromophores beginning with the absorption spectrum (λabs ) and accompanying molar absorption coefficient (e, m-1 cm-1 ) and often extending to the fluorescence spectrum (λem ) and fluorescence quantum yield (Φf ), where the fluorescence properties may be of direct relevance or useful as proxies to gain insight into the nature of the first excited singlet state. PhotochemCAD databases, developed over a period of 30 years, are described here. The previous databases for 150 compounds have been expanded to encompass 339 compounds for which absorption spectra (including e values), fluorescence spectra (including Φf values) and references to the primary literature have been included where available (552 spectra altogether). The compounds exhibit spectra in the ultraviolet, visible and/or near-infrared spectral regions. The compound classes and number of members include acridines (21), aromatic hydrocarbons (41), arylmethane dyes (11), azo dyes (18), biomolecules (18), chlorins/bacteriochlorins (16), coumarins (14), cyanine dyes (19), dipyrrins (7), heterocycles (26), miscellaneous dyes (13), oligophenylenes (13), oligopyrroles (6), perylenes (5), phthalocyanines (11), polycyclic aromatic hydrocarbons (16), polyenes/polyynes (10), porphyrins (34), quinones (24) and xanthenes (15). A database of 31 solar spectra also is included.
307 citations
TL;DR: Two new phenanthrenes (4,9-dimethoxyphenanthrene-2,5-diol and 4,6-dimethyltoxymethylhexane-1,3,7-triol) and two new 9,10-dihydrophenanthreness (4methoxy-9, 10-dibenzyls and the triterpenoid friedelin were isolated and characterized from the hexane extract of the orchid Bulbophyllum vaginatum) were determined by spectroscopic analyses
94 citations
TL;DR: A phytochemical study of the whole plant of Bulbophyllum odoratissimum (J.E. Smith) Lindl (Orchidaceae) and cytotoxicity measurement of its isolated compounds have been carried out and all compounds, except for 9, have not been reported in this plant before.
66 citations
Cites background from "Bulbophyllanthrone, a phenanthraqui..."
...Investigation of the constituents of B. odoratissimum have revealed the presence of phenanthrone, lignan, flavonoids, bibenzyls, bulbophyllispiradienone and its derivatives, phenolic glycosides, aldehydes and acids (Lin et al., 2006; Liu et al., 2006; Majumder & Sen, 1991; Yao et al., 2005a, 2005b)....
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TL;DR: The results suggest that orchid plants equip multiple antifungal compounds and use them at specific developmental stages; lusianthrin maintains the perilous symbiotic association for germination and chrysin helps to protect adult plants.
54 citations
Cites background from "Bulbophyllanthrone, a phenanthraqui..."
...This compound had been reported to be an anticonvulsant found in Passiflora (Medina et al., 1990), a chemical component of an orchid, Bulbophyllum odoratissimum (Majumder and Sen, 1991), and a phytoalexin found in the sapwood of Rosaceae (Kokubun and Harborne, 1995)....
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..., 1990), a chemical component of an orchid, Bulbophyllum odoratissimum (Majumder and Sen, 1991), and a phytoalexin found in the sapwood of Rosaceae (Kokubun and Harborne, 1995)....
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TL;DR: A highly complementary method to previous approaches was developed and the orchid-derived natural product cypripediquinone A was synthesized for the first time.
54 citations
References
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TL;DR: An amorphous phenanthrene, named nudol has been isolated from Eulophia nuda, Eria carinata and E. stricta and was identified as 2,7-dihydroxy-3,4-dimethoxyphenanthrene.
74 citations
TL;DR: Bulbophyllanthrin, a novel phenanthrene derivative from the orchid B. leopardium, was shown to have the structure 1a mainly on the basis of spectral evidence including 13 C and 2D NMR spectra as discussed by the authors.
43 citations
TL;DR: A new naturally occurring phenanthrene-1,4-quinone, annoquinone-A, along with parietin (physcion) and β-sitostenone were isolated from the stem bark of Annona montana and demonstrated potent antimicrobial activity against Bacillus subtilis and Micrococcus luteus and cytotoxicity in the tissue culture assay.
29 citations
15 citations