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Ghanic and Khaled A. E-mail: mshaaba 99 yahoo. Compound 1 was confirmed to bear an oxirane ring at C-5 and C-6, while 2 has a keto-hydroxy sterol structure. The known DNA primary metabolites uracil, thymine, adenine, uridine, 20 -deoxyuridine, and thymidine were also isolated and identified. The antimicrobial and cytotoxic activities of compounds 1 and 2 along with that of the coral extract were also determined.
Zahramycin B 2 showed high 15 mm and mod- erate 12 mm antibacterial activity against Staphylococcus aureus and Bacillus subtilis, and fungus Pythium ultimum 12 mm , while zahramycin A 1 and the crude extract of Sarcophyton trochelio- phorum were inactive. Both steroids and the crude extract of Sarcophyton trocheliophorum showed no cytotoxicity. Key words: Zahramycins, Polyoxygenated Sterols, Sarcophyton trocheliophorum, Biological Activity Introduction We have isolated two new hydroxy sterols, zahramycin A 1 containing the rare oxirane ring Soft corals are a productive source of chemi- at C-5 and C-6, and zahramycin B 2 , a keto-hydroxy cally interesting and biologically significant secondary sterol, from the polar fraction of the extract of the metabolites [1, 2].
They represent a rich source of coral Sarcophyton trocheliophorum. Additionally, terpenoids, polyoxygenated sterols and prostaglandin uracil, thymine, adenine, uridine, 20 -deoxyuridine, and derivatives [1, 3, 4]. Soft corals of the genus Sar- thymidine were also isolated and identified. The soft cophyton and Sinularia have been found to be coral Sarcophyton trocheliophorum was collected from among the most rich sources of bioactive secondary the Red Sea Hurghada coast of Egypt. Structures of metabolites [5 — 7], such as acylated spermidine [8, the newly isolated compounds 1 and 2 were determined 9], lipids and fatty acids [10], cyclic sesquiter- through extensive use of NMR 1D and 2D spec- pene peroxides [11], in addition to polyoxygenated troscopy and mass spectrometry, and by comparison of sterols [12 — 14], among them epoxy steroids [15], their spectroscopic data with those of related structures.
Shaaban et al. Expect- matographic properties and spectral data NMR and edly, the EI mass spectrum of 1 showed a parent molec- MS with the corresponding authentic spectra [19]. This is indicative of the ble 1. Zahramycin A In the NMR spectra, compound 1 showed signals for 6 methyl, 10 methylene, 8 methine and 4 quater- Compound 1 was obtained as a colorless powder nary carbons.
The molecular weight of 1 to eight sp3 methines and ten methylenes. Formula of compounds 1 — 3. Physico-chemical properties of zahramycins A 1 and B 2. Based on the detailed discus- Structure 1 was determined as 24S -ergostane- oxy-methylene, respectively. Correlations from H3 to H were ob- iment Fig. The 1 H and cor miehi, Chlorella vulgaris, Chlorella sorokini- 13 C NMR spectra Table 2 implied furthermore that ana, Scenedesmus subspicatus, Rhizoctonia solani, compound 2 was a polyhydroxylated keto-sterol.
Purifica- and Varian Inova Sub-fractions F9c and F9d were individually pu- Macherey-Nagel. The soft coral Sarcophyton trocheliophorum 1. Ghani, Hurghada, Egypt, and a specimen was de- filter paper discs 9 mm diameter, no. The solid material was fil- the new steroids zahramycins A 1 and B 2 were exam- tered off, and the chloroform layer was evaporated in vacuo.
This butanol extract was similarly evapo- dida albicans, Mucor miehi, Chlorella vulgaris, Chlorella rated to dryness. Both extracts chloroform and n-butanol sorokiniana, Scenedesmus subspicatus, Rhizoctonia solani, were combined according to TLC similarity and dried un- and Pythium ultimum. Laatsch, In- 1 L. We Frauendorf and Mr.
Lissy for biological tests and Mr. Faulkner, J. Duh, S. Wang, S. Chung, G. Chou, C. Jingyu, L. Kanghou, P. Tangshen, J. Dai, J. Anjaneyulu, M. Murthy, P. Gowri, J. Zhang and Y.
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