We demonstrate a method for realization of highly nonlinear optical 4-(4-dimethylaminostyryl)-1-methylpyridinium tosylate (DAST) two-dimensional structures by a double step technique. The desired polymeric structures have been first fabricated by using the multiple-exposure of two-beam interference technique, and the DAST nanoscrystals were then prepared inside the air-voids of these photoresist templates, resulting in nonlinear periodic structures. The nonlinear properties were characterized by optical and scanning microscopies, as well as by second-harmonic generation technique. This nonlinear modulation is very promising for the enhancement nonlinear conversion rates, such as terahertz generation, by using the quasi-phase matching technique.

Fluorine represents a privileged building block in pharmaceutical chemistry. Diethylaminosulfur-trifluoride (DAST) is a reagent commonly used for replacement of alcoholic hydroxyl groups with fluorine and is also known to catalyze water elimination and cyclic Beckmann-rearrangement type reactions. In this work we aimed to use DAST for diversity-oriented semisynthetic transformation of natural products bearing multiple hydroxyl groups to prepare new bioactive compounds. Four ecdysteroids, including a new constituent of Cyanotis arachnoidea, were selected as starting materials for DAST-catalyzed transformations. The newly prepared compounds represented combinations of various structural changes DAST was known to catalyze, and a unique cyclopropane ring closure that was found for the first time. Several compounds demonstrated in vitro antitumor properties. A new 17-N-acetylecdysteroid (13) exerted potent antiproliferative activity and no cytotoxicity on drug susceptible and multi-drug resistant mouse T-cell lymphoma cells. Further, compound 13 acted in significant synergism with doxorubicin without detectable direct ABCB1 inhibition. Our results demonstrate that DAST is a versatile tool for diversity-oriented synthesis to expand chemical space towards new bioactive compounds.