Isolation, Absolute Configuration and Cytotoxic Activities of Alkaloids from Hippeastrum goianum (Ravenna) Meerow (Amaryllidaceae)

Vibrational Circular Dichroism for the Assignment of Absolute Configuration of Natural Products in Brazil

“…In this section, we will present a list of natural products and related compounds studied by Brazilian researchers (Table S1), which had their absolute configuration assigned using VCD spectroscopy and DFT calculations, associated or not with other techniques (Batista Jr et al 2011b;2013;2015b;Batista et al 2019;Caldas et al 2020;Caleffi et al 2019;Canzi et al 2018;Covington et al 2016;Demarque and Merten 2017;Felippe et al 2012;Gimenes et al 2019;Joseph-Nathan et al 2010;Lianza et al 2020;Londero et al 2021;Medina et al 2019;Morais et al 2020;Ortega et al 2017;Ortega et al 2018;Ortega et al 2019;Queiroz et al 2019;Rodriguez et al 2020;Santos Jr et al 2014;Scatena et al 2017;Socolsky et al 2012;Souza et al 2019;Teodoro et al, 2018a;2018b). Some selected examples will be discussed in detail below.…”

“…The wide variety of pharmacological effects of medicinal plants can be attributed to their specialized metabolites. Originally, most natural products were isolated from terrestrial plants, but nowadays, it is very common to isolate and identify compounds also from (micro)organisms of both terrestrial and marine environments (Colegate and Molyneux 2008;Koskinen 2012;Carroll et al 2020). From the data presented in a recent review, natural product chemistry, associated with synthesis and biology, still offers the best options for finding new agents or active models in drug discovery (Newman and Cragg 2020).…”

Structural Diversity and Biological Potential of Alkaloids from the Genus Hippeastrum, Amaryllidaceae: an Update

“…In this review, seventeen articles were found to contain the alkaloid profile of twenty-three Hippeastrum extracts (Table S1) published between 2012 and 2021 (de Andrade et al 2014;Carvalho et al 2015;Cortes et al 2015a, b;Sebben et al 2015;Guo et al 2016;Ortiz et al 2016;Bessa et al 2017;Tallini et al 2017;Shammari et al 2019;Gasca et al 2020;Hoang et al 2020;Lianza et al 2020;Feu et al 2021;Paiva et al 2021;Shammari et al 2021;Souza et al 2021).…”

“…Most of the The 5,10b-ethanophenanthridine skeleton of alkaloids belonging to haemanthamine-and crinine-type usually is confirmed by nuclear magnetic resonance (NMR) and circular dichroism (CD) (León et al 2021). Among the Hippeastrum studies covered in this review, some alkaloids from the haemanthamine group were only identified by GC-MS, which lead to their assignment as isomers, such as occurs with vittatine shown in Table S1 (Ortiz et al 2016;Shammari et al 2019;Lianza et al 2020;Souza et al 2021).…”

“…Among the samples summarized in Table S1, H. elegans evaluated by GC-MS shows the highest diversity in galanthamine-type alkaloids, followed by H. goianum (Ravenna) Meerow, both collected in Brazil (Lianza et al 2020;Souza et al 2021). A high content of galanthamine (2) was reported in a cultivated H. papilio, which is now under a patent number EP2999480B1 (Berkov et al 2013).…”