Cyclopenta[b]benzofuran and Secodammarane Derivatives from the Stems of Aglaia stellatopilosa.

@article{Othman2016CyclopentabbenzofuranAS,
  title={Cyclopenta[b]benzofuran and Secodammarane Derivatives from the Stems of Aglaia stellatopilosa.},
  author={Nur Raudhah Othman and Li Pan and Michele Mejin and Julian C L Voong and Hee-byung Chai and Caroline M. Pannell and A. Douglas Kinghorn and Tiong Chia Yeo},
  journal={Journal of natural products},
  year={2016},
  volume={79 4},
  pages={
          784-91
        }
}
Four new 2,3-secodammarane triterpenoids, stellatonins A-D (3-6), together with a new 3,4-secodammarane triterpenoid, stellatonin E (7), and the known silvestrol (1), 5‴-episilvestrol (2), and β-sitosterol, were isolated from a methanol extract of the stems of Aglaia stellatopilosa through bioassay-guided fractionation. The structures of the new compounds were elucidated using spectroscopic and chemical methods. The compounds were evaluated for their cytotoxic activity against three human… 

Figures from this paper

Structurally Modified Cyclopenta[b]benzofuran Analogues Isolated from Aglaia perviridis.

Four new cyclopenta[b]benzofuran derivatives based on an unprecedented carbon skeleton (1-4), with a dihydrofuran ring fused to dioxanyl and aryl rings, along with a new structural analogue (5) of

Comparative phytochemistry of flavaglines (= rocaglamides), a group of highly bioactive flavolignans from Aglaia species (Meliaceae)

  • H. Greger
  • Biology, Chemistry
    Phytochemistry Reviews
  • 2021
Broad-based comparison revealed characteristic substitution trends which contribute as chemical markers to natural delimitation and grouping of taxonomically problematic Aglaia species and were shown to be not only promising anticancer agents but gained now also high expectations as agents against emerging RNA viruses like SARS-CoV-2.

Chemical Constituents of Aglaia odorata Leaves and Their Anti-inflammatory Effects

The phytochemical investigation resulted in the isolation of four constituents hesperetin-7,3’-O-dimethylether, 5α-dammar-20-ene-3β,24,25-triol, odorine, and odorinol; all compounds suppressed LPS-induced TNF-α expression in rat immortalized microglia HAPI cells and showed most potent inhibitory effect.

Update on Phytochemical and Biological Studies on Rocaglate Derivatives from Aglaia Species

An update on the recently reported phytochemical constituents of Aglaia species, focusing on rocaglate derivatives is provided, and laboratory work performed on investigating the biological activities of these chemical constituents is also covered.

AN OVERVIEW ON THE BIOLOGICAL PERSPECTIVES OF AGLAIA SPECIES

The phytochemistry and the various biological activities of Aglaia sp.

An update on benzofuran inhibitors: a patent review

  • K. Dawood
  • Biology, Chemistry
    Expert opinion on therapeutic patents
  • 2019
This chapter outlines several potent benzofuran derivatives that may be useful as potential pro-drugs and the presence of -OH, -OMe, sulfonamide, or halogen contributed greatly to increasing the therapeutic activities comparing with reference drugs.

Haber-independent, diversity-oriented synthesis of nitrogen compounds from biorenewable chitin

It is reported that biologically fixed nitrogen sourced from the biopolymer chitin can be readily incorporated into the diversity-oriented synthesis (DOS) of N-compounds relevant to drug discovery and development.

Discovery of Anticancer Agents of Diverse Natural Origin.

Several promising biologically active lead compounds from each major organism class investigated are described, and these may be seen to be representative of a very wide chemical diversity.

References

SHOWING 1-10 OF 37 REFERENCES

Bioactive flavaglines and other constituents isolated from Aglaia perviridis.

Eight new compounds, including two cyclopenta[b]benzopyran derivatives (1, 2), two cycloartane triterpenoids (5-7), and an apocarotenoid (8), together with 16 known compounds, were isolated from the chloroform-soluble partitions of separate methanol extracts of a combination of the fruits, leaves, and twigs and of the roots of Aglaia perviridis collected in Vietnam.

Silvestrol and episilvestrol, potential anticancer rocaglate derivatives from Aglaia silvestris.

Two cytotoxic rocaglate derivatives possessing an unusual dioxanyloxy unit, silvestrol (1) and episilvestrol (2), were isolated from the fruits and twigs of Aglaia silvestris by bioassay-guided

Rocaglamide, silvestrol and structurally related bioactive compounds from Aglaia species.

New phytochemical studies of naturally occurring rocaglamide derivatives, an update on synthetic methods for cyclopenta[b]benzofurans, and a description of the recent biological evaluation and mechanism of action studies on compounds of this type are described.

Potential of cyclopenta[b]benzofurans from Aglaia species in cancer chemotherapy.

Based on the published data thus far, cyclopenta[b]benzofurans offer excellent potential as therapeutic agent candidates in cancer chemotherapy, even if much work still remains to be done for their further development.

New chemical constituents of Euphorbia quinquecostata and absolute configuration assignment by a convenient Mosher ester procedure carried out in NMR tubes.

Two new compounds, an ent-isopimarane-type diterpene, 3alpha,12alpha-dihydroxy-ent-8(14),15-isopimaradien-18-al (1), and a dihydrobenzo[b]furan neolignan,

Dammarenolic acid, a secodammarane triterpenoid from Aglaia sp. shows potent anti-retroviral activity in vitro.