The screening results (Table 1) revealed that phloroglucinol (1) and phloracetophenones (2a, 2d–f) demonstrated weak inhibition of soybean 15-LOX, with values ranging between 16% and 24% at 100 μg/mL concentration. Intermediates 2c and 2g did not exhibit any anti-inflammatory activity against the enzyme. Meanwhile the geranylated compounds (3a, 3c, 3e–g) demonstrated moderate to excellent anti-inflammatory activities in a dose-dependent manner with IC50 ranging from 10.31 to 27.61 μM. The IC50 value of NDGA (reference compound), tHGA and its analogs with intermediates