TY - JOUR A1 - Mari, Giacomo A1 - De Crescentini, Lucia A1 - Benedetti, Serena A1 - Palma, Francesco A1 - Santeusanio, Stefania A1 - Mantellini, Fabio T1 - Synthesis of new dihydroberberine and tetrahydroberberine analogues and evaluation of their antiproliferative activity on NCI-H1975 cells JF - Beilstein Journal of Organic Chemistry PY - 2020/// VL - 16 SP - 1606 EP - 1616 SN - 1860-5397 DO - 10.3762/bjoc.16.133 PB - Beilstein-Institut JA - Beilstein J. Org. Chem. UR - https://doi.org/10.3762/bjoc.16.133 KW - antiproliferative agent KW - dihydroberberine KW - hydrazones KW - reduction KW - tetrahydroberberine N2 - Dihydroberberine (DHBER), the partially reduced form of the alkaloid berberine (BER), is known to exhibit important biological activities. Despite this fact, there have been only few studies that concern the biological properties of functionalized DHBER. Attracted by the potentiality of this latter compound, we have realized the preparation of new arylhydrazono-functionalized DHBERs, starting from BER and some α-bromohydrazones. On the other hand, also the fully reduced form of BER, namely tetrahydroberberine (THBER), and its derivatives have proven to present different biological activities. Therefore, the obtained arylhydrazono-functionalized DHBERs were reduced to the corresponding arylhydrazono-THBERs. The antiproliferative activity of both arylhydrazono-DHBERs and -THBERs has been evaluated on NCI-H1975 lung cancer cells. ER -