Crystal structure and in vitro antimicrobial activity studies of Robustic acid and other Alpinumisoflavones isolated from Millettia thonningii

Jerry Joe E.K. Harrison, Moscoh Daniel Ayine-Tora, Benjamin Appiagyei, Felix C. Mills-Robertson, William A. Asomaning, Daniel G. Achel, Hiroyuki Ishida, Robert Kingsford-Adaboh

Research output: Contribution to journalArticle

Abstract

We report a systematic study of the antibacterial inhibitory potential of isoflavone natural products isolated from the seeds extracts of Millettia thonningii. In an effort to gain bond topological information which may have consequences for the observed bioactivities, the crystal structure of robustic acid was solved and refined using the independent atom as well as the invariom model, and the structures were compared. Robustic acid contains a fused tricyclic unit with a benzopyran moiety, with a phenylene ring substitution on the coumarin ring similar to the alpinumisoflavones isolated from this plant. At a minimum inhibitory concentration of ~1 mg/mL, alpinumisoflavone and robustic acid were found to be cytotoxic to Staphylococcus aureus (ATCC 25923) showing a zone of inhibition (ZOI) of ~9 mm. On the other hand, at ~2 mg/mL, these compounds were found to be bacteriostatic to a hospital isolate of Salmonella typhi with about 7 mm ZOI. Taken together, these compounds offer potential new avenues for targeting both Gram positive and negative bacteria and could be useful as chemical probes for understanding these pathogens in an effort to overcome drug resistance.

Original languageEnglish
Pages (from-to)229-235
Number of pages7
JournalZeitschrift fur Kristallographie - Crystalline Materials
Volume234
Issue number4
DOIs
Publication statusPublished - Apr 1 2019

Fingerprint

Crystal structure
acids
crystal structure
Acids
Benzopyrans
salmonella
Salmonella
Isoflavones
staphylococcus
pathogens
rings
Pathogens
Bioactivity
Biological Products
bacteria
Seed
seeds
Bacteria
drugs
Substitution reactions

Keywords

  • antibacterial
  • isoflavone
  • robustic acid
  • Salmonella typhi
  • Staphylococcus aureus

ASJC Scopus subject areas

  • Materials Science(all)
  • Condensed Matter Physics
  • Inorganic Chemistry

Cite this

Harrison, J. J. E. K., Ayine-Tora, M. D., Appiagyei, B., Mills-Robertson, F. C., Asomaning, W. A., Achel, D. G., ... Kingsford-Adaboh, R. (2019). Crystal structure and in vitro antimicrobial activity studies of Robustic acid and other Alpinumisoflavones isolated from Millettia thonningii. Zeitschrift fur Kristallographie - Crystalline Materials, 234(4), 229-235. https://doi.org/10.1515/zkri-2018-2052

Crystal structure and in vitro antimicrobial activity studies of Robustic acid and other Alpinumisoflavones isolated from Millettia thonningii. / Harrison, Jerry Joe E.K.; Ayine-Tora, Moscoh Daniel; Appiagyei, Benjamin; Mills-Robertson, Felix C.; Asomaning, William A.; Achel, Daniel G.; Ishida, Hiroyuki; Kingsford-Adaboh, Robert.

In: Zeitschrift fur Kristallographie - Crystalline Materials, Vol. 234, No. 4, 01.04.2019, p. 229-235.

Research output: Contribution to journalArticle

Harrison, Jerry Joe E.K. ; Ayine-Tora, Moscoh Daniel ; Appiagyei, Benjamin ; Mills-Robertson, Felix C. ; Asomaning, William A. ; Achel, Daniel G. ; Ishida, Hiroyuki ; Kingsford-Adaboh, Robert. / Crystal structure and in vitro antimicrobial activity studies of Robustic acid and other Alpinumisoflavones isolated from Millettia thonningii. In: Zeitschrift fur Kristallographie - Crystalline Materials. 2019 ; Vol. 234, No. 4. pp. 229-235.
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