4.7 Article

Phytochemical Profiling and Biological Testing of the Constituents of the Australian Plant Haemodorum brevisepalum

Journal

JOURNAL OF NATURAL PRODUCTS
Volume 84, Issue 11, Pages 2832-2844

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.jnatprod.1c00509

Keywords

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Funding

  1. Wellcome Trust (UK)
  2. University of Queensland (Australia)
  3. Australian Government via RMIT University
  4. Yourgene Health Singapore Pty. Ltd.
  5. Australian Research Council (ARC) [LP190101209]
  6. ARC LIEF Scheme [LE170100065]
  7. Australian Research Council [LE170100065, LP190101209] Funding Source: Australian Research Council

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Phytochemical profiling of Haemodorum brevisepalum bulbs, stems, and fruits was conducted, resulting in the identification of 13 new compounds and 17 previously reported compounds. The new compounds belong to the phenylphenalenone-type class and demonstrated moderate antimicrobial activity against certain bacteria and slight anthelminthic activity.
Phytochemical profiling was undertaken on the crude extracts of the bulbs, stems, and the fruits of Haemodorum brevisepalum, to determine the nature of the chemical constituents present. This represents the first study to investigate the fruits of a species of Haemodorum. In total, 13 new and 17 previously reported compounds were isolated and identified. The new compounds were of the phenylphenalenone-type class, with a representative of a novel structural form, named tentatively oxabenzochromenone (1), a compound akin to an intermediate in a recently proposed phenylphenalenone metabolic network (2), seven new phenyl-phenalenones (4-10), four new phenylbenzoisochromenones (11-14), and a new phenylbenzoisochromenone derivative (18). The previously reported compounds identified were of the following structure classes: oxabenzochrysenone (3, 23-26), following oxabenzochrysenone (3, 23-26), flavonol (15, 16), phenylbenzoisochromenone (17, 21, 22, 27-30), and phenylphenalenone (19, 20). Compounds 2-4, 6-9, 15-18, 21, 22, and 26 were subjected to antimicrobial evaluation with moderate activity observed against Staphylococcus aureus MRSA and slight activity against Pseudomonas aeruginosa and Candida albicans. Compounds 4, 6-9, 17, and 21 were also evaluated for anthelminthic activity against larvae of the blood-feeding parasitic nematode Haemonchus contortus.

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