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Nine new xanthones, tetrandraxanthones A–I (1–9), and 22 known xanthones (10–31) were isolated from Garcinia tetrandra stem bark. The structures of 1–9 were characterized through detailed spectroscopic analysis, including HRESIMS and 2D NMR data. Among the compounds tested for their cytotoxicity, 26 showed significant cytotoxic effects against five human cancer cell lines, including MCF-7, HT-29, KB, Hep G2, and HeLa S3, with IC50 values in the range of 1.6–3.4 μM, while 10 and 11 were cytotoxic against the MCF-7, HeLa S3, and KB cell lines, with IC50 values of 4.3–9.0 μM.

Eight new polyprenylated benzoylphloroglucinol derivatives (1−8) and four known analogues (9−12) were isolated from the stem bark of Garcinia picrorhiza. Their structures were determined by spectroscopic data analysis (1D and 2D NMR and HRESIMS), and the absolute configurations were established by single-crystal X-ray diffraction combined with experimental and calculated ECD data. The new metabolites represent rare examples of benzoylphloroglucinols bearing a cyclobutyl-containing side chain. The isolated compounds were evaluated for their cytotoxic properties against five types of human cancer cells (KB, HeLa S3, MCF-7, Hep G2, and HT-29 cells) and their inhibitory activities against COX-1 and COX-2 enzymes. The cytotoxicity results showed that compound 6 was active against KB, HeLa S3, MCF-7, and Hep G2 cancer cells, with IC 50 values ranging from 5.9 to 9.4 μM. Among the compounds tested for cyclooxygenase inhibition, compound 8 possessed the highest inhibitory effect toward COX-1 (35.2 ± 9.6% inhibition at 20 μM).

A new phenolic derivative, acidumonate (1), together with a synthetically known compound, 4-((E)-3,3-dimethylpenta-1,4-dienyl)-phenol (2), and sixteen known natural products, antidesmol (3), mellein (4), sitosterol (5), stigmasterol (6), 5-cholesten-3β-ol (7), 4-cholesten-3-one (8), 3-(1,1-dimethylallyl)scopoletin (9), (-)-5,7-dihydroxy-2-eicosyl-chromone (10), 2,5-dimethoxy-1,4-benzoquinone (11), barbatumol A (12), N-trans-feruloyltyramine (13), syringic aldehyde (14), p-hydroxybenzoic acid (15), taxifolin (16), (+)-catechin (17) and gallocatechin (18), were isolated from the roots of Antidesma acidum. The structural assignment of the new compound was based on spectroscopic methods. All isolated compounds were evaluated for their cytotoxicity (KB and HeLa cells). Compound 1 showed good cytotoxicity against both cell lines (with IC 50 values of 2.60 and 3.80 µg/mL, respectively).

Garcinia picrorhiza, a woody plant native to Sulawesi and Maluku Islands, Indonesia, has been traditionally used as a wound healing ointment. In our continuous search for bioactive compounds from this plant, 15 phenolic compounds were isolated from its stem bark, including a previously undescribed dihydroisocoumarin, 2′-hydroxyannulatomarin, and two undescribed furanoxanthones, gerontoxanthone C hydrate and 3′-hydroxycalothorexanthone. The structures of the new metabolites were elucidated on the basis of spectroscopic analysis, including 1D and 2D NMR and HRESIMS. Gerontoxanthone C hydrate possessed cytotoxicity against four cancer cells (KB, HeLa S3, MCF-7, and Hep G2) with IC50 values ranging from 5.6 to 7.5 µM. Investigation on the anti-inflammatory activities showed that 3′-hydroxycalothorexanthone inhibited NO production in RAW 264.7 and BV-2 cell lines with IC50 values of 16.4 and 13.8 µM, respectively, whereas only (−)-annulatomarin possessed inhibition activity on COX-2 enzyme over 10% at 20 µM. This work describes the presence of 3,4-dihydroisocoumarin structures with a phenyl ring substituent at C-3, which are reported the first time in genus Garcinia. These findings also suggest the potential of furanxanthone derivatives as cytotoxic and anti-inflammatory agents for further pharmacological studies.

Two new xanthone derivatives, named schomburgones A (1) and B (2), along with eight known compounds, including xanthones (3-8) and anthraquinones (9-10) were isolated from the bark of Garcinia schomburgkiana. Their structures were determined by spectroscopic analysis especially 1D and 2D NMR spectroscopies. All isolated compounds were evaluated for their cytotoxicity against five cancer cell lines (KB, HeLa S-3, HT-29, MCF-7 and HepG-2). Compounds 3-6 and 8 showed good cytotoxicity against all the five cancer cell lines with IC values in the range of 1.45-9.46 µM.

Two new isoflavanes, dalvelutinanes A (1) and B (2), along with three known isoflavanes (3-5) were isolated from the roots of Dalbergia velutina. Their chemical structures, including their absolute configurations, were determined by spectroscopic analysis (1D and 2D NMR, HRESIMS, and CD). All isolated compounds were evaluated for their in vitro cytotoxicities against five human cancer cell lines (KB, HeLa-S3, MCF-7, HepG-2, and HT-29). Compound 5 showed significant cytotoxicity against all of the tested cancer cell lines, with IC values in the range 3.47-9.76 µM. In addition, compound 3 showed significant cytotoxicity against the KB and HeLa-S3 cells, with IC values of 8.29 and 9.54 µM, respectively, and compound 2 showed significant cytotoxicity against the MCF-7 cell line, with an IC value of 4.69 µM.