Novel Cytotoxic Annonaceous Acetogenins fromAnnonamuricata

Abstract

Seven new annonaceous acetogenins, muricins A-G (1-7), as well as five known compounds, a mixture of muricatetrocin A (8) and muricatetrocin B (9), longifolicin (10), corossolin (11), and corossolone (12), were isolated from the seeds of Annona muricata. The structures of all isolates were elucidated and characterized by spectral and chemical methods. These acetogenins showed significantly selective in vitro cytotoxicities toward the human hepatoma cell lines Hep G(2) and 2,2,15.

Progress in Structure Activity Relationship of Natural Annonaceous Acetogenins

“…α,α'-二羟基取代邻双四氢呋喃型番荔枝内 酯类化合物的活性要强于 α-单羟基取代邻双四氢呋喃 型番荔枝内酯类化合物 [22] . α,α'-二羟基取代单四氢呋喃 ACGs 类化合物活性要强于 α 或 α'-单羟基取代单四氢 呋喃 ACGs 类化合物 [16] , 当结构中有双键时, 会降低化 合物的活性 [14] . …”

Historic Perspectives on Annonaceous Acetogenins from the Chemical Bench to Preclinical Trials

“…After 2000, we continued investigating the AGEs from Formosan plants of Annona species [59][60][61][62]. Among them, two epimeric AGEs, muricins A (16) and B (17) [59], were isolated and their absolute configurations were determined by the modified Mosher method.…”

“…After 2000, we continued investigating the AGEs from Formosan plants of Annona species [59][60][61][62]. Among them, two epimeric AGEs, muricins A (16) and B (17) [59], were isolated and their absolute configurations were determined by the modified Mosher method. Muricin B (17) is the first Annonaceous acetogenin to possess a hydroxy group with the S-configuration at C-4, where the typical configuration of the hydroxy group was R. In 2003, we reported a novel skeleton of abridged AGE, rollicosin (18), from the unripe fruits of Rollinia mucosa Baill, which was the first identified compound that contained lactone moieties on both sides of an aliphatic chain [62].…”

Folate-modified Annonaceous acetogenins nanosuspensions and their improved antitumor efficacy

“…[5][6][7] Several studies have reported significant antiproliferative effects of different compounds isolated from ACGs toward various cancer cell lines. 1,4,[8][9][10] For example, cytotoxic effects comparable to fluorouracil were obtained for annosquacin-I, annosquatin-I, uvarigrandin A, and bullatacin against A549, MCF-7, HeLa, HepG2, SMMC-7721, and MKN-45 cell lines. 11 Anticancer studies on ACGs were not only limited to in vitro but also in vivo investigation.…”