Flueggedine, a novel axisymmetric indolizidine alkaloid dimer from Flueggea virosa

A Novel Indolizine Derivative Induces Apoptosis Through the Mitochondria p53 Pathway in HepG2 Cells

“…Indolizine, an important class of heterocycles, has attracted critical attention of chemists for its application value. They are found in a large number of natural products such as (±)-homocrepidine A (Hu et al, 2015), tashiromine (Marsden and McElhinney, 2008), swainsonine (Lee et al, 2013), Pandalisines A and B (Cheng et al, 2015), Flueggedine (Zhao et al, 2013), and so on. Recent studies have indicated that indolizines exhibit a broad range of biological activities including anti-herpesvirus (De Bolle et al, 2004), cyclooxygenase and lipoxygenase inhibition (Shrivastava et al, 2017), inhibition of Mycobacterium tuberculosis (Gundersen et al, 2007), and Ach receptor agonist (Xue et al, 2016).…”

Two New Oxindole Alkaloid Glycosides from the Leaves of Nauclea officinalis

“…The bark and twigs of Nauclea officinalis Pierre ex Pitard is used as a traditional medicine in China for treatment of colds, swelling of the throat, pink eye and other ailments [1]. During the course of an ongoing search for new alkaloids from medicinal plants in China [6][7][8][9][10][11][12], the EtOH extract of the leaves of N. officinalis was further investigated, which led to the isolation of two new oxindole alkaloid glycosides, nauclealomide A (1) and (3S,7R)-javaniside (2) ( Figure 1). The structures of indole alkaloids 1 and 2 were elucidated by NMR, HRESIMS, X-ray diffraction, acid hydrolysis, as well as CD analysis.…”

Biossíntese da pellucidina A em <i>Peperomia pellucida</i> (L.) HBK

“…de Anthoceros puncfatus (Takeda et al, 1990), peperotetrafina (20) e outros dois estereoisômeros (21-22) presentes no extrato etanólico de Peperomia tetraphylla coletada na China (Li et al, 2007;Li et al, 2012) e as moslolignanas A (23) e B 24isoladas da Mosla scabra (Wang et al, 2000) (Costa et al, 2003;Wondrak et al, 2006). A biossíntese dessas substâncias contendo anéis ciclobutânicos encontradas em plantas é prevista como sendo resultante de cicloadição [2+2], que ocorrem em função da alta intensidade de luz solar em seus habitats (Bach and Hehn, 2011;Hong and Tantillo, 2014;Liu et al, 2011;Pan et al, 2015;Tan et al, 2006;Tang et al, 2015;Zhang et al, 2013;Zhao et al, 2013).…”

“…Na análise de CLAE-UV e CG-EM das amostras de P. pellucida sob o tratamento de luz UV indicaram um aumento na produção da pellucidina A. Esse resultado está de acordo com diversos autores que afirmam que a formação dos diferentes ciclobutanos encontrados na natureza deve ocorrer por meio de reações de cicloadição [2+2] mediada por luz UV (Bach and Hehn, 2011;Hong and Tantillo, 2014;Liu et al, 2011;Pan et al, 2015;Tang et al, 2015;Zhang et al, 2013;Zhao et al, 2013).…”

“…Lignanas, neolignanas e produtos naturais relacionados contendo anel ciclobutânico.Os mecanismos de cicloadição [2+2] envolvidos na formação dos dímeros de pirimidina servem de suporte para que os mecanismos envolvidos na formação intra-e intermoleculares de diversos ciclobutanos sejam sugeridos. Incluem-se como exemplos as lignanas (12-23), a fluegedina (24)(Zhao et al, 2013), bismutipterosina (25)(Liu et al, 2011), ortidina E (26)(Pearce et al, 2008), quasidina A (27)(Jiao et al, 2010), oxifadichalconas A (28), B (29), C (30)(Zhang et al, 2013), crotoeurina A (31)(Pan et al, 2015), piperciclobutanamida A (32), piperchabamida G (33), nigramidas (34) e dipiperamida A (35), E (36), piperarborenina B (37) D(38) (Liu et al, 2012), salascona (39)(Fujimori et al, 1978), bielschowkskisina (40)(Tang et al, 2015), hipolachinina A (41)(Piao et al, 2013) e ácido escopariusico (42)(Zhou et al, 2013) (Figura 1.11).…”