Fluorescent Pigment and Phenol Glucosides from the Heartwood of Pterocarpus marsupium

Abstract

The fluorescence shown by extracts of the heartwood of Pterocarpus marsupium is attributed to salts of the new compound 1, whose structure was elaborated using detailed spectroscopic/spectrometric studies. The plant material also contains the nonfluorescent compounds 2 and 3. The absolute configuration of 1 was determined by experimental and theoretically calculated electronic CD spectra, while that of 3 was deduced from ECD comparison with reported results in the α-hydroxydihydrochalcone series.

Revising the Absolute Configurations of Coatlines via Density Functional Theory Calculations of Electronic Circular Dichroism Spectra

“…These conclusions further drove the assignment as α S for the C‐α epimer of coatline A, named α‐ epi ‐coatline A ( 4 ), and isolated later from a third Leguminosae, Crotalaria zanzibarica . Finally, 4 was also found in P. marsupium and the absolute configurations were determined on the basis of the same ECD data …”

“…8 Finally, 4 was also found in P. marsupium and the absolute configurations were determined on the basis of the same ECD data. 9 Although Andira coriacea (also named Saint-Martin rouge in French Guyana) is known for its antifungal bioactivity, no chemical study has so far been reported to the authors' knowledge. The first chemical investigation of the trunk of this species led to the isolation of both coatline A (1) and a-epi-coatline A (4) ( Figure 1).…”

Bijayasaline: A New C-Glucosyl-α-hydroxydihydrochalcone from the Heartwood of Bijayasal (Pterocarpus marsupium)

“…The 1 H-NMR spectrum of compound 1 showed two groups of aromatic protons; an AB system of two ortho protons at  which was supported by 1 H-1 H COSY, HMQC and HMBC ( Figure 1b) spectra. The optical rotation of compound 1 was found to be +11.3, whereas that of coatline B was -48.1 o [6]. The stereoisomeric nature of compound 1 and coatline B was suggested by the distinct opposite specific rotations.…”

Untitled

“…Pterostilbene has various clinical applications (Estrela et al 2013;McCormack, McFadden 2013). In addition to pterostilbene, other secondary metabolites such as epicatechin (Adinarayana, Syamasundar 1982;Sheehan et al 1983;Chakravarthy, Gode 1985), pterocarpol Rao et al 1984;Maurya et al 1985), pterosupin (Dama et al 1982;Jahromi, Ray 1993;Manickam et al 1997), pterocarposide (Handa et al 2000;Maurya et al 2004;Achari et al 2012;Mishra et al 2013) and marsuposides have also been discovered (Grover et al 2004;Maurya et al 2004;Gupta, Gupta 2009;Joshi et al 2012;Mishra et al 2013). Conventional uses, phytochemical extraction techniques, chemical constituents, pharmacological activity and commercial significance of P. marsupium have already been reviewed (Devgun et al 2009;Badkhane et al 2010;Hari, Gaikwad 2011), but no systematic review exists on the in vitro biotechnology of this species.…”