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Hybrids of bromopyrrole alkaloids with aroyl hydrazone feature were synthesized and evaluated for their anti-inflammatory activity using the carrageenan induced rat paw edema method. All the tested hybrids showed good anti-inflammatory activity with 64.78–86.03% inhibition of edema. Most active hybrids 4b and 4f were further investigated for antihistaminic H1 [4b −8.09 μg/mL (18.5 μM); 4f −9.26 μg/mL (24.05 μM)] and anti-serotonergic 5-HT3 [4b −7.01 μg/mL (16.04 μM); 4f −9.64 μg/mL (25.04 μM)] activities. Molecule 4f with anti-inflammatory, anti-histaminic and anti-serotonergic activities emerges as a potential anti-inflammatory lead form in this study.