Pambanolides A–C from the South Indian soft coral Sinularia inelegans

chitturi, Bhujanga Rao; Tatipamula, Vinay Bharadwaj; Dokuburra, Chanti Babu; Mangamuri, Usha Kiranmayi; Tuniki, Venugopal Raju; Kalivendi, Shasi V.; Bunce, Richard A.; Venkateswarlu, Y.

doi:10.1016/j.tet.2016.02.056

Cited by 21 publications

(27 citation statements)

References 25 publications

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“…), 620 and pambanolides A-C 1109-1112 and a seco-sinulochmodin analogue 1113 (Sinularia inelegans). 621 While 1110 and 1111 were initially isolated as an inseparable mixture, an X-ray structure of 1111 (pambanolide B 2 ) was eventually secured. This study also established the conguration of rameswaralide via X-ray crystallography.…”

Section: Cnidariansmentioning

confidence: 99%

Marine natural products

et al. 2018

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Covering: 2016. Previous review: Nat. Prod. Rep., 2017, 34, 235-294This review covers the literature published in 2016 for marine natural products (MNPs), with 757 citations (643 for the period January to December 2016) referring to compounds isolated from marine microorganisms and phytoplankton, green, brown and red algae, sponges, cnidarians, bryozoans, molluscs, tunicates, echinoderms, mangroves and other intertidal plants and microorganisms. The emphasis is on new compounds (1277 in 432 papers for 2016), together with the relevant biological activities, source organisms and country of origin. Reviews, biosynthetic studies, first syntheses, and syntheses that led to the revision of structures or stereochemistries, have been included.

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Section: Cnidariansmentioning

confidence: 99%

Marine natural products

et al. 2018

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“…More recently, in 2016, Chitturi et al described the “pambanolide” structures 50 and 51 (Figure ) which were isolated alongside rameswaralide 10 and mandapamate 39 from the soft coral Sinularia inelegans . The authors suggested that pambanolide A ( 50 ) could be derived from mandapamate 39 in vivo following a reverse vinylogous aldol reaction leading to the same intermediate 49 proposed in Scheme to ramesawaralide 10 .…”

Section: Plumarellide and Rameswaralidementioning

confidence: 99%

Biosynthetic Interrelationships within Polycyclic Cembranoids Isolated from Corals: Conjecture, Biomimetic Synthesis and Reality

Palframan

Pattenden

2019

Eur J Org Chem

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“…Their positions were confirmed by HMBC correlations from H 2 -16 and H 3 -17 to C-1, from H 2 -2 to C-3 and C-4 and from H-7 to C-6, from H 3 -21 to C-18, from H 3 -23 to C-20, from H 3 -22 to C-7, from H 2 -9 and H 2 -11 to C-10, from H 3 -19 to C-8, and from H 2 -11 to C-12 and C-13 ( Figure 2 ), respectively. These data together with 1 H- 1 H COSY correlations H-13/H 2 -14/H-1/H 2 -2 ( Figure 2 ), established the planar structure of 4 as a furanocembranolide, which is same as the known compound pambanolide C [ 21 ]. Per the NOESY experiment shown in Figure 3 , the NOE correlation of H-11b with H-14a indicated the 12 E olefin.…”

Section: Resultsmentioning

confidence: 78%

Terpenoids from the Soft Coral Sinularia sp. Collected in Yongxing Island

et al. 2018

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Three new sesquiterpenoids (sinuketal (1), sinulins A and B (2 and 3)) and two new cembranoids (sinulins C and D (4 and 5)), as well as eight known sesquiterpenoids (6–13) and eight known cembranoids (14–21), were isolated from the Xisha soft coral Sinularia sp. Their structures were elucidated by extensive spectroscopic analysis. Compound 1 possesses an unprecedented isopropyl-branched bicyclo [6.3.0] undecane carbon skeleton with unique endoperoxide moiety, and a plausible biosynthetic pathway of it was postulated. According to the reported biological properties of endoperoxide, the antimalarial, cytotoxic, antiviral, and target inhibitory activities of 1 were tested. Compound 1 showed mild in vitro antimalarial activity against Plasmodium falciparum 3D7, weak cytotoxic activities toward Jurkat, MDA-MB-231, and U2OS cell lines, inhibitory effects against influenza A viruses H1N1 and PR8, as well as mild target inhibitory activity against acetylcholinesterase. The other compounds were evaluated for cytotoxicities against HeLa, HCT-116, and A549 tumor cell lines and target inhibitory activities against protein tyrosine phosphatase 1B (PTP1B). Compound 20 exhibited cytotoxicities against HeLa and HCT-116, and compounds 5, 11, and 15 showed mild target inhibitory activities against PTP1B.

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Pambanolides A–C from the South Indian soft coral Sinularia inelegans

Cited by 21 publications

References 25 publications

Marine natural products

Marine natural products

Biosynthetic Interrelationships within Polycyclic Cembranoids Isolated from Corals: Conjecture, Biomimetic Synthesis and Reality

Terpenoids from the Soft Coral Sinularia sp. Collected in Yongxing Island

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