Technical Abstract: The genus Acanthostrongylophora is famous for producing a wide array of manzamine alkaloids as natural hydrochloride salts. An examination of A. ingens has now yielded two tertiary bases, (+)-8-hydroxymanzamine A (1) and (+)-manzamine A (2), by chromatography over alumina using CHCl3-MeOH-NH3•H2O as solvent. In addition, (+)-8-hydroxymanzamine A hydrochloride (3) and (+)-manzamine A hydrochloride (4) were isolated by silica gel chromatography, under same conditions, from the same source. The structures of 1-4 were determined by 1D and 2D NMR spectra and Circular Dichroism experiments, and the spectral features of the bases 1 and 2 were found to be different from the salts 3 and 4. Compounds 3 and 4 were deprotonated by Al2O3 or strong base to afford 1 and 2, which were converted again to their respective salts 3 and 4. Both the compounds 1 and 3 showed equally potent in vitro antimalarial activity against chloroquine-sensitive (D6) and –resistant (W2) strains of P. falciparum (IC50= 19.5 and 22 ng/mL vs. 27 and 36.5 ng/mL, respectively), while 2 was >3-fold less potent than 4 (IC50= 20.8 and 25.8 ng/mL vs. 6.1 and 7.3 ng/mL, respectively). Compounds 1, 3 and 4 showed good antimicrobial activities against methicillin-resistant Staphylococcus aureus and Mycobacterium intracellulare and antileishmanial activity against Leishmania donovani promastigotes. In contrast, manzamine A base (2) showed relatively weaker antimicrobial, antileishmanial and cytotoxic activities towards cancer (HepG2: Human hepatocellular carcinoma or hepatoma), and non-cancer cells (VERO: Monkey kidney fibroblast; LLC-PK11: Pig kidney epithelial), compared to salt 4.