The bulbous root garlic (Allium sativum) with a strong taste and pungent odor is used widely inculinary preparations and folk medicine. Silver and gold nanoparticles (NPs) synthesized using this ingredienthave also shown medicinal and therapeutic potency. Garlic contains organosulfur compounds, such as diallylsulfide (DAS), diallyl disulfide (DADS) and diallyl trisulfide (DATS). These compounds are of crucialsignificance as anticancer drugs. Reported here is a synthesis of a series of DATS with varying substituentsand plausible application as capping as well as reducing agent to synthesize gold nanoparticles (TS-GNPs). Inthe process, it was discovered that among the selected DATs, only 1,3-di(but-1-ene)trisulfane could serve thepurpose because of structural reasons. The reason for this intriguing selectivity has been investigated in detailusing the experimental findings and theoretical calculations of the frontier molecular orbitals (FMO).
Synthesis of a series of medicinally important symmetrical organic trisulfides as a structural analogue of diallyl trisulfides (DATS) in an attempt to construct organosulfur compound induced gold nanoparticles (GNPs), has been reported. Only 1,3-Di(but-1-ene)trisulfane in the lot is capable of reducing the chloroauric acid to synthesize the protected GNPs.