2015
DOI: 10.1021/acs.orglett.5b01257
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Epimeric Excolides from the Stems of Excoecaria agallocha and Structural Revision of Rhizophorin A

Abstract: Excolides A-B (1-4) represent the first examples of a new class of secolabdanoids with an unprecedented framework, which were isolated from the stems of Excoecaria agallocha. Their structures were determined by spectroscopic analysis, chemical modifications, CD, and single-crystal X-ray analysis (1 and 4) as excolide A (1), 11-epi-excolide A (2), 11,13-di-epi-excolide A (3), and excolide B (4). In addition, the structure of rhizophorin A (7), a novel bicyclic secolabdanoid, was revised as excolide A (1).

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Cited by 21 publications
(10 citation statements)
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“…1012 CD analysis and an X-ray study has led to the revision of the structure of rhizophorin A (Rhizophora mucronata) 1013 to that shown for excolide A 1377. 1008 The structure of excolide B 1380 was also secured by X-ray analysis. human T-cell leukemia xenogras, via a mechanism involving ROS-mediated apoptosis and cell cycle arrest.…”
Section: Mangrovesmentioning
confidence: 99%
“…1012 CD analysis and an X-ray study has led to the revision of the structure of rhizophorin A (Rhizophora mucronata) 1013 to that shown for excolide A 1377. 1008 The structure of excolide B 1380 was also secured by X-ray analysis. human T-cell leukemia xenogras, via a mechanism involving ROS-mediated apoptosis and cell cycle arrest.…”
Section: Mangrovesmentioning
confidence: 99%
“…More than 72 cytotoxic diterpenoids have been identified from E . agallocha , structurally belonging to labdane (Konishi et al, 1999 , 2003 ; Anjaneyulu and Rao, 2000 ; Annam et al, 2015 ), isopimarane/ ent -isopimarane (Anjaneyulu et al, 2003 ; Wang and Guo, 2004 ; Kang et al, 2005 ; Wang et al, 2005 ; Gowri Ponnapalli et al, 2013 ), atisane/ ent -atisane (Konishi et al, 2000 ; Wang et al, 2009 ), ent -kaurane (Anjaneyulu et al, 2002 ; Li et al, 2010 ), and beyerane-type (Anjaneyulu et al, 2002 ).…”
Section: Introductionmentioning
confidence: 99%
“…[822232425262728293031323334353637383940414243444546474849505152535455] The details of their names are given in Table 5. The chemical structures of some isolated compounds are given in Figure 2.…”
Section: Introductionmentioning
confidence: 99%
“…About 41 labdane-type diterpenes 1–41 were isolated from E. agallocha . [822232425262728293031323334] Two new bis seco-labdane diterpenes 17 and 18 were isolated from resinous woods. [26] Several seco-labdane diterpenes were also isolated from the same plant.…”
Section: Introductionmentioning
confidence: 99%
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