# Antimycobacterial and Nitric Oxide Production Inhibitory Activities of Goyazensolide and Centratherin Isolated From Eremanthus crotonoides by High‐Speed Countercurrent Chromatography

**Authors:** Natalie Giovanna da Rocha Ximenes, Sanderson Dias Calixto, Thatiana Lopes Biá Ventura Simão, Elena B. Lassunskaia, Patrícia de Homobono de Brito Moura, Ivana Ramos Correa Leal, Michelle Frazão Muzitano, Shaft Corrêa Pinto

PMC · DOI: 10.1002/cbdv.202503250 · Chemistry & Biodiversity · 2026-03-19

## TL;DR

Two compounds from Eremanthus crotonoides show strong antimycobacterial and anti-inflammatory effects, especially against tuberculosis strains.

## Contribution

First isolation of goyazensolide and centratherin from E. crotonoides using HSCCC and their evaluation against virulent M. tuberculosis strains.

## Key findings

- Goyazensolide and centratherin showed potent antimycobacterial activity against M. tuberculosis H37Rv with MIC50 values of 1.5 and 2.5 µg/mL.
- Both compounds exhibited strong nitric oxide inhibition with IC50 values of 0.45 and 0.34 µg/mL, respectively.
- The compounds showed low cytotoxicity and reduced activity against the hypervirulent M299 strain.

## Abstract

In this study, bioassay‐guided fractionation of the ethanolic extract from Eremanthus crotonoides leaves enabled the isolation of two bioactive sesquiterpene lactones, centratherin and goyazensolide, which were evaluated for their antimycobacterial and anti‐inflammatory properties. The extract exhibited MIC50 values of 42.0 ± 0.1 and 39.0 ± 0.1 µg/mL against Mycobacterium tuberculosis H37Rv and the hypervirulent M299 strain, respectively, along with notable NO inhibitory activity. Fractionation by high‐speed countercurrent chromatography (HSCCC), followed by purification also employing HSCCC, yielded centratherin and goyazensolide, representing the first report of their isolation from E. crotonoides using this technique. These compounds showed potent activity against H37Rv (MIC50 = 1.5 ± 0.1 and 2.5 ± 0.1 µg/mL, respectively) but markedly reduced activity against M299 (MIC50 = 92.7 ± 0.1 and 90.6 ± 0.1 µg/mL). Both compounds also exhibited IC50 values of 0.45 ± 0.1 and 0.34 ± 0.1 µg/mL for nitric oxide inhibition, with low cytotoxicity. Collectively, these findings provide the first evidence of the antimycobacterial potential of these compounds against virulent M. tuberculosis strains and underscore their promise as potential drug candidates.

## Linked entities

- **Chemicals:** goyazensolide (PubChem CID 5358393), centratherin (PubChem CID 44409502)
- **Diseases:** tuberculosis (MONDO:0018076)
- **Species:** Mycobacterium tuberculosis H37Rv (taxon 83332), Eremanthus crotonoides (taxon 1569396)

## Full-text entities

- **Genes:** Tnf (tumor necrosis factor) [NCBI Gene 21926] {aka DIF, TNF-a, TNF-alpha, TNFSF2, TNFalpha, Tnfa}
- **Diseases:** infection (MESH:D007239), necrotic lesions (MESH:D009059), Mtb infection (MESH:D014376), necrotic (MESH:D009336), Cytotoxicity (MESH:D064420), damage (MESH:D020263), Inflammatory (MESH:D007249), DR-TB (MESH:D018088)
- **Chemicals:** 7H10 (-), DMF (MESH:D004126), PTFE (MESH:D011138), NO (MESH:D009569), n-hexane (MESH:C026385), acetonitrile (MESH:C032159), H (MESH:D006859), 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MESH:C022616), TFA (MESH:D014269), streptomycin (MESH:D013307), carboxylic acid (MESH:D002264), ester (MESH:D004952), helenalin (MESH:C001329), thiol (MESH:D013438), chloroform (MESH:D002725), cysteine (MESH:D003545), 13C (MESH:C000615229), alpha-methylene-gamma-butyrolactone (MESH:C014096), methanol (MESH:D000432), C (MESH:D002244), Rifampicin (MESH:D012293), gamma-lactone (MESH:C430364), 3H (MESH:D014316), oil (MESH:D009821), mycothiol (MESH:C089265), vanillin (MESH:C100058), helium (MESH:D006371), phosphoric acid (MESH:C030242), p-aminobenzenesulfonamide (MESH:D000077145), EtOH (MESH:D000431), alantolactone (MESH:C004363), dichloromethane (MESH:D008752), Triton X-100 (MESH:D017830), terpenoids (MESH:D013729), DMSO (MESH:D004121), Centratherin (MESH:C442701), NO (MESH:D009614), LPS (MESH:D008070), mevalonic acid (MESH:D008798), Tween 80 (MESH:D011136), lactone (MESH:D007783), CO2 (MESH:D002245), actinomycin D (MESH:D003609), formazan (MESH:D005562), methacrylate (MESH:D008689), SDS (MESH:D012967), HCl (MESH:D006851), dextrose (MESH:D005947), nitrogen (MESH:D009584), sulphuric acid (MESH:C033158), L-NMMA (MESH:D019323), silica gel (MESH:D058428), H-6 (MESH:C003027), Griess reagent (MESH:C095000), isopropanol (MESH:D019840), Goyazensolide (MESH:C499803), CO (MESH:D002248), MTT (MESH:C070243), H2O (MESH:D014867), nitrite (MESH:D009573)
- **Species:** Mus musculus (house mouse, species) [taxon 10090], Mycobacterium tuberculosis H37Rv (strain) [taxon 83332], Eremanthus crotonoides (species) [taxon 1569396], Escherichia coli (E. coli, species) [taxon 562], Mycobacterium tuberculosis H37Ra (strain) [taxon 419947], Homo sapiens (human, species) [taxon 9606], Mycobacterium tuberculosis (species) [taxon 1773]
- **Mutations:** M20A, C-50 C
- **Cell lines:** RAW 264.7 — Mus musculus (Mouse), Mouse leukemia, Cancer cell line (CVCL_0493), M299 — Homo sapiens (Human), Melanoma, Cancer cell line (CVCL_D765), H37Rv — Homo sapiens (Human), Prostate carcinoma, Cancer cell line (CVCL_1045), L929 — Mus musculus (Mouse), Spontaneously immortalized cell line (CVCL_AR58)

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## Figures

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## References

34 references — full list in the complete paper: https://tomesphere.com/paper/PMC13000668/full.md

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Source: https://tomesphere.com/paper/PMC13000668