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Ali A. El-Gamal, Shang-Kwei Wang and Chang-Yih Duh Department of Marine Biotechnology and Resources, National Sun Yat-sen University; Kaohsiung, Taiwan Faculty of Pharmacy, Mansoura University; Egypt: Department of Microbiology, Kaohsiung Medical University; Kaohsiung, Taiwan & Center of Asia-Pacific Marine Researches, National Sun Yat- sen University; Kaohsiung, Taiwan. Chem. Pharm. Bull. 55(6) 890—893 (2007) Prenylbicyclogermacrane Diterpenoids from the Formosan Soft Coral Nephthea elongata
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Introduction Seven new prenylbicyclogermacrane diterpenoids, pacificins K—Q (1—7), were isolated from the methylene chloride solubles of the Formosan soft coral Nephthea elongata. Their structures were elucidated by extensive spectroscopic analysis and their cytotoxicity against selected cancer cells was measured in vitro.
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Aim of Study Soft corals of the genus Nephthea are rich in terpenoids and steroids. As part of our search for bioactive substances from marine organisms, the Formosan soft coral Nephthea elongata (Nephtheidae) was studied because the CH 2 Cl 2 extracts showed significant cytotoxicity to P-388 (mouse lymphocytic leukemia) cell culture as determined by standard procedures. Bioassay- guided fractionation resulted in the isolation and chraracterization of seven new prenylbicyclogermacrane diterpenoids, pacificins K—Q (1—7).
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Extraction, Separation and purification Scheme for soft coral Nephthea elongta
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Compounds isolated from Soft Coral Nephthea elongata
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1 H NMR of Pacificin K 310 11812 OAc 19 17 20 18 15 16 14 x 1
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13 C NMR and DEPT Experiments of Pacificin K OAc29 1011 13 12 15 5 78 14 17 116
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HSQC of Pacificin K 3,10 11 103
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1 H NMR of Pacificin M (In Benzene) 1 1 3 10 20 18 19 17 OAc 15 14 16 12 7
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13 C NMR of Pacificin M OAc 2 1 3 13 10 94 11 15 7 8 6 14 16 11 20 18 19
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HSQC of Pacificin M H 1 1310
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HMBC Of Pacificin M 1 2 OAc 3 13 10 9 4,11 1 3 1182019 17OAc
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1 H NMR of Pacificin N H 17 3 10 1820 1 19 OAc x 15 16 14 7 11 5858
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1 H NMR of Pacificin O 20 310 18 19 15 16 14 1 17
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HSQC of Pacificin O
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NOESY Experiment of Pacificin O
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13C NMR and DEPT Experiment of Pacificin O 13 3 20 1095 7 12 16 111 4 14 18 17 19 15
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1 H NMR of Pacificin P 3,4 20 14 10 18 15 16 1 17 19 5 12
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1 H 1 H COSY of Pacificin P 3,4 1014 15 16 H 11 12 11 5 12 8 7
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1 H NMR of Pacificin Q 10 x x 1 17 19 18 20 15 1614 3
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NOESY Experiment of Pacificin Q
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HSQC of Pacificin Q 10 3 13 3 2 12 5 7 8 14 15 19 x1820 1 17 19 x
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