DR ANTHONY MELVIN CRASTO,WorldDrugTracker, helping millions, A 90 % paralysed man in action for you, I am suffering from transverse mylitis and bound to a wheel chair,With death on the horizon, This will not stop me, Gods call only..........
DR ANTHONY MELVIN CRASTO Ph.D ( ICT, Mumbai) , INDIA 29Yrs Exp. in the feld of Organic Chemistry,Working for GLENMARK PHARMA at Navi Mumbai, INDIA. Serving chemists around the world. Helping them with websites on Chemistry.Million hits on google, world acclamation from industry, academia, drug authorities for websites, blogs and educational contributio
n

Saturday, 2 January 2016

Prof. Diaa TA Youssef

Diaa Youssef


Diaa TA Youssef , PhD
Professor of Natural Products
Chemistry & Medicinal Chemistry
B Phar Sci; MSc; PhD
Professor (Full)

Current Address:Department of Natural Products and Alternative Medicine,College of Pharmacy,King Abdulaziz University,B.O. Box 80260,Jeddah21589,
Kingdom of Saudi Arabia
Mobile:+966-548535344
E-mail:dyoussef@kau.edu.sa/diaa22@yahoo.com
 LINKS
http://pharmacy.scuegypt.edu.eg/attach/Pharmacognosy%20Prof.%20Diaa%20Youssef_CV_Nov_2012.pdf, 
http://www.scopus.com/authid/detail.uri?authorId=6701448666
http://pubget.com/author/diaa-t-a-youssef

 

 

 

 

 

Scopus - Author details -  

Youssef, Diaa Tohamy A

Suez Canal University, Department of Pharmacognosy, Ismalia, Egypt
Author ID: 6701448666

 

Research Experience

  • Jan 2011–present
    Professor (Full)
    King Abdulaziz University · Department of Natural Prouducts and Alternative Medicine · Marine Drug Discovery
    Saudi Arabia · Jeddah
    The main aim of the group is the identification of drug leads from untapped marine organisms and microbes. The major research fund fro our research activities comes from King Abdulaziz City for Science and Technology (KACST)
  • Mar 2002–Dec 2002
    Marine Research Group
    The University of Tokyo · Nobuhiro Fusetani
    Japan · Tokyo
  • Jan 1999–Dec 2000
    Fulbright Scholar
    Univesity of Hawaii at manoa · Chemistry · Paul Scheuer
    USA · Hawaii
    I was visiting researcher at University of Hawaii at Manoa working on some Red Sea sponges
  • Jan 1998–Dec 2009
    Suez Canal University · Department of Pharmacognosy · Marine Natural Products
    Egypt · Ismailia
    Beside my teaching activities, our research efforts and grant activities were directed to the establishment of the first "Marine Natural Products" laboratory at Suez Canal University with major focus on exploration of selected Red Sea sponges

Education

  • Mar 1990–Feb 1995
    Universität Freiburg
    Pharmacy · PhD
    Germany · Freiburg
  • May 1986–Oct 1988
    Assiut University
    Natural Products · MSc
    Egypt · Asyut
  • Sep 1979–Jun 1984
    Assiut University
    Pharmacy · B. Pharm. Sci
    Egypt · Asyut

Publications

  1. pmc Theonellamide G, a potent antifungal and cytotoxic bicyclic glycopeptide from the Red Sea marine sponge Theonella swinhoei
    Diaa T A Youssef
    Department of Natural Products, Faculty of Pharmacy, King Abdulaziz University, Jeddah 21589, Kingdom of Saudi Arabia
    Mar Drugs 12:1911-23. 2014
  2. pmc Bioactive compounds from the Red Sea marine sponge Hyrtios species
    Diaa T A Youssef
    Department of Natural Products, Faculty of Pharmacy, King Abdulaziz University, Jeddah 21589, Kingdom of Saudi Arabia
    Mar Drugs 11:1061-70. 2013
  3. doi request reprint 2,3-seco-2,3-dioxo-lyngbyatoxin A from a Red Sea strain of the marine cyanobacterium Moorea producens
    Diaa T A Youssef
    a Department of Natural Products, Faculty of Pharmacy, King Abdulaziz University, Jeddah 21589, Kingdom of Saudi Arabia
    Nat Prod Res 29:703-9. 2015
  4. pmc Didemnaketals f and g, new bioactive spiroketals from a red sea ascidian didemnum species
    Lamiaa A Shaala
    Natural Products Unit, King Fahd Medical Research Center, King Abdulaziz University, Jeddah 21589, Kingdom of Saudi Arabia
    Mar Drugs 12:5021-34. 2014
  5. pmc Bioactive secondary metabolites from the red sea marine verongid sponge suberea species
    Lamiaa A Shaala
    Natural Products Unit, King Fahd Medical Research Center, King Abdulaziz University, Jeddah 21589, Saudi Arabia
    Mar Drugs 13:1621-31. 2015
  6. doi request reprint Calotroposides H-N, new cytotoxic oxypregnane oligoglycosides from the root bark of Calotropis procera
    Sabrin R M Ibrahim
    Department of Pharmacognosy and Pharmaceutical Chemistry, Faculty of Pharmacy, Taibah University, Al Madinah Al Munawarah 30078, Saudi Arabia Department of Pharmacognosy, Faculty of Pharmacy, Assiut University, Assiut 71526, Egypt
    Steroids 96:63-72. 2015
  7. doi request reprint Brominated arginine-derived alkaloids from the red sea sponge Suberea mollis
    Lamiaa A Shaala
    King Fahd Center for Medical Research, King Abdulaziz University, Kingdom of Saudi Arabia
    J Nat Prod 74:1517-20. 2011
  8. pmc Subereamolline A as a potent breast cancer migration, invasion and proliferation inhibitor and bioactive dibrominated alkaloids from the Red Sea sponge Pseudoceratina arabica
    Lamiaa A Shaala
    Natural Products Unit, King Fahd Medical Research Center, King Abdulaziz University, Jeddah 21589, Kingdom of Saudi Arabia
    Mar Drugs 10:2492-508. 2012
  9. pmc Identification and Bioactivity of Compounds from the Fungus Penicillium sp. CYE-87 Isolated from a Marine Tunicate
    Lamiaa A Shaala
    Natural Products Unit, King Fahd Medical Research Center, King Abdulaziz University, Jeddah 21589, Saudi Arabia
    Mar Drugs 13:1698-709. 2015
  10. doi request reprint New fatty acids from the Red Sea sponge Mycale euplectellioides
    Gamal A Mohamed
    a Department of Natural Products, Faculty of Pharmacy, King Abdulaziz University, Jeddah 21589, Saudi Arabia
    Nat Prod Res 28:1082-90. 2014

Detail Information

Publications11

  1. pmc Theonellamide G, a potent antifungal and cytotoxic bicyclic glycopeptide from the Red Sea marine sponge Theonella swinhoei
    Diaa T A Youssef
    Department of Natural Products, Faculty of Pharmacy, King Abdulaziz University, Jeddah 21589, Kingdom of Saudi Arabia
    Mar Drugs 12:1911-23. 2014
    ..0 μM. These findings provide further insight into the chemical diversity and biological activities of this class of compounds...
  2. pmc Bioactive compounds from the Red Sea marine sponge Hyrtios species
    Diaa T A Youssef
    Department of Natural Products, Faculty of Pharmacy, King Abdulaziz University, Jeddah 21589, Kingdom of Saudi Arabia
    Mar Drugs 11:1061-70. 2013
    ..Hyrtioerectines D-F (1-3) displayed variable antimicrobial, free radical scavenging and cancer growth inhibition activities. Generally, compounds 1 and 3 were more active than compound 2...
  3. doi request reprint 2,3-seco-2,3-dioxo-lyngbyatoxin A from a Red Sea strain of the marine cyanobacterium Moorea producens
    Diaa T A Youssef
    a Department of Natural Products, Faculty of Pharmacy, King Abdulaziz University, Jeddah 21589, Kingdom of Saudi Arabia
    Nat Prod Res 29:703-9. 2015
    ....
  4. pmc Didemnaketals f and g, new bioactive spiroketals from a red sea ascidian didemnum species
    Lamiaa A Shaala
    Natural Products Unit, King Fahd Medical Research Center, King Abdulaziz University, Jeddah 21589, Kingdom of Saudi Arabia
    Mar Drugs 12:5021-34. 2014
    ..coli and C. albicans. These findings provide further insight into the biosynthetic capabilities of this ascidian and the chemical diversity as well as the biological activity of this class of compounds. ..
  5. pmc Bioactive secondary metabolites from the red sea marine verongid sponge suberea species
    Lamiaa A Shaala
    Natural Products Unit, King Fahd Medical Research Center, King Abdulaziz University, Jeddah 21589, Saudi Arabia
    Mar Drugs 13:1621-31. 2015
    ..These findings provide further insight into the biosynthetic capabilities of members of the genus Suberea and the chemical diversity as well as the biological activity of these compounds. ..
  6. doi request reprint Calotroposides H-N, new cytotoxic oxypregnane oligoglycosides from the root bark of Calotropis procera
    Sabrin R M Ibrahim
    Department of Pharmacognosy and Pharmaceutical Chemistry, Faculty of Pharmacy, Taibah University, Al Madinah Al Munawarah 30078, Saudi Arabia Department of Pharmacognosy, Faculty of Pharmacy, Assiut University, Assiut 71526, Egypt
    Steroids 96:63-72. 2015
    ..5 to 0.7μM against U373 glioblastoma (GBM) and PC-3 prostate cancer cell lines. These results provide further insight into the chemical diversity and biological activities of this class of compounds. ..
  7. doi request reprint Brominated arginine-derived alkaloids from the red sea sponge Suberea mollis
    Lamiaa A Shaala
    King Fahd Center for Medical Research, King Abdulaziz University, Kingdom of Saudi Arabia
    J Nat Prod 74:1517-20. 2011
    ..Using the DPPH TLC autographic rapid screen for free radical scavenging effects, subereaphenol D displayed a significant antioxidant effect. In addition, the cytotoxic activities of the isolated compounds were investigated...
  8. pmc Subereamolline A as a potent breast cancer migration, invasion and proliferation inhibitor and bioactive dibrominated alkaloids from the Red Sea sponge Pseudoceratina arabica
    Lamiaa A Shaala
    Natural Products Unit, King Fahd Medical Research Center, King Abdulaziz University, Jeddah 21589, Kingdom of Saudi Arabia
    Mar Drugs 10:2492-508. 2012
    ..Subereamolline A and related brominated alkaloids are novel scaffolds appropriate for further future use for the control of metastatic breast cancer...
  9. pmc Identification and Bioactivity of Compounds from the Fungus Penicillium sp. CYE-87 Isolated from a Marine Tunicate
    Lamiaa A Shaala
    Natural Products Unit, King Fahd Medical Research Center, King Abdulaziz University, Jeddah 21589, Saudi Arabia
    Mar Drugs 13:1698-709. 2015
    ..Compounds 2 and 6 showed significant antimigratory activity against MDA-MB-231, as well as antifungal activity against C. albicans. ..
  10. doi request reprint New fatty acids from the Red Sea sponge Mycale euplectellioides
    Gamal A Mohamed
    a Department of Natural Products, Faculty of Pharmacy, King Abdulaziz University, Jeddah 21589, Saudi Arabia
    Nat Prod Res 28:1082-90. 2014
    ..Furthermore, compounds 1 and 2 displayed weak activity against A549 non-small cell lung cancer, the U373 glioblastoma and the PC-3 prostate cancer cell lines. ..
  11. doi request reprint Dragmacidoside: a new nucleoside from the Red Sea sponge Dragmacidon coccinea
    Dina R Abou-Hussein
    a Department of Natural Products and Alternative Medicine, Faculty of Pharmacy, King Abdulaziz University, Jeddah 21589, Saudi Arabia
    Nat Prod Res 28:1134-41. 2014
    ..Biological testing revealed that the chloroform fraction possesses significant anti-inflammatory activity in the carrageenan-induced hind paw oedema in rats...
 

Terretrione D

.

Terretrione D
Key COSY and HMBC correlations of 2.


 



Figure 1. Structures of Compounds 16.
Marinedrugs 13 01698 g001 1024

methyl-2-([2-(1H-indol-3-yl)ethyl]carbamoyl)acetate (1),
Terretrione D (2)
tryptamine (3),
indole-3-carbaldehyde (4),
3,6-diisobutylpyrazin-2(1H)-one (5) and
terretrione C (6),


Table 1. NMR data of Compound 2 (CD3OD, 600 and 150 MHz).
PositionδC, Type aδH, m (J in Hz)HMBCNOESY
2173.0, C b


360.1, CH4.18, d (4.8)C-2, C-5, C-1′H-6, H3-8, H-1′
5173.2, C


656.4, CH4.68, dd (8.4, 6.6)C-5, C-7, C-1″H-3, H3-8, H2-1″
7173.1, C b


822.9, CH31.90, sC-2, C-7
1′32.2, CH2.07, mC-2, C-3, C-2′, C-3′H-3
2′19.8, CH30.81, d (7.2)C-1′, C-3
3′18.2, CH30.78, d (7.2)C-1′, C-3
1″39.0, CH23.11, dd (13.8, 6.6)
2.88, dd (13.8, 8.4)
C-2″, C-3″, C-6, C-7H-6
2″138.6, C


3″130.2, CH7.23, mC-2″, C-5″
4″129.4, CH7.24, mC-2″
5″127.7, CH7.14, mC-3″, C-7″
6″129.4, CH7.24, mC-2″
7″130.2, CH7.23, mC-1″, C-5″
a Multiplicities were deduced by DEPT and HSQC; b signals may be interchangeable.
  
compound 2 (Figure 1) showed a molecular formula C16H20N2O3, as deduced from the HRESIMS pseudomolecular ion peak at m/z 289.1555 [M + H]+, requiring eight degrees of unsaturation. The 13C NMR spectrum revealed signals for 16 carbons. Careful investigation of the 1H, 13C and 2D NMR spectra supported the presence of a valine residue in 2. This was evident from the NMR signals at δHC 0.81 (3H, d, J = 7.2 Hz, H3-2′)/19.8 (C-2′), 0.78 (3H, d, J = 7.2 Hz, H3-3′)/18.2 (C-3′), 2.07 (1H, m, H-1′)/32.2 (C-1′), 4.18 (1H, d, J = 4.8 Hz, H-3)/60.1 (C-3) and δC 173.0 (C-2). In addition, signals for a 2-benzylmalonamide moiety were observed. The signals at δC 138.6 (C-2″), δHC 7.23 (2H, m)/130.2 (C-3″,7″), 7.24 (2H, m)/129.4 (C-4″,6″) and 7.14 (1H, m)/127.7 (C-5″) supported the existence of a phenyl group. In addition, the coupled signals at δH 3.11 (1H, dd, J = 13.8, 6.6 Hz, H-1″a) and 2.88 (1H, dd, J = 13.8, 8.4 Hz, H-1″b) showed vicinal coupling to the signal at δH 4.68 (1H, dd, J = 8.4, 6.6 Hz, H-6) in the 1H,1H-COSY spectrum. Furthermore, the two amidic carbonyls (C-5 and C-7) of the 2-benzylmalonamide moiety resonate at δC 173.2 and 173.1. Finally, a three-proton singlet at δH 1.90, which correlates with the 13C signal at δC 22.9, was assigned to a methyl group linked to N-1. The linkage of the valine residue with the 2-benzylmalonamide moiety through N-1 and N-4 was supported by the HMBC correlations of H-3/C-5, H-3/C-2, H3-8/C-2 (δC 173.0) and H3-8/C-7 (δC 173.1). The HMBC correlations of H3-8 to C-2 and C-7 secured the placement of the N-methyl at N-1. Additional HMBC correlations within the valine and the 2-benzylmalonamide moieties (Table 1 and Figure 2) confirmed the assignment of all carbon signals and completing the flat structure of 2. The absolute configuration of the chiral center at C-3 of the valine residue was established by analysis of the degradation product of 2. A small amount of 2 was hydrolyzed with 6N HCl to give valine residue, which was analyzed by chiral HPLC, and its retention time was compared with the retention times of authentic standards (d- and l-valine). The amino acid in 2 was determined as l-valine. In addition, the relative configuration of C-6 was determined as 6S*, since the NOESY spectrum (Table 1) exhibited a strong correlation between H-3 (δH 4.18) and H-6 (δH 4.68). The MM2 ChemBio3D Ultra 14.0 (ChemBioOffice® Ultra 14.0) energy minimized drawing for Compound 2 was also created and supports a significant NOESY correlation between H-3 and H-6 (Figure 3). Therefore, 2 was assigned as (3S,6S)-6-benzyl-3-isopropyl-1-methyl-1,4-diazepane-2,5,7-trione and named terretrione D. Terretrione D possesses the 1,4-diazepane skeleton, which was previously reported in terretriones A–C. These compounds were reported from the marine fungus Aspergillus terreus [18]. It is worth mentioning that terretrione D is 4-demethylterretrione B, and the NMR data of 2 are comparable with those of terretrione B [18]. Compound 2 is reported here for the first time from a natural source, and therefore, it is considered as a new natural product.
The known compounds were identified by extensive study of their spectral data, including HRESIMS, 1D and 2D NMR data, as well as by comparison with the available data in the literature. Thus, the compounds were identified as methyl-2-([2-(1H-indol-3-yl)ethyl]carbamoyl)acetate (1) [16], tryptamine (3), indole-3-carbaldehyde (4), 3,6-diisobutylpyrazin-2(1H)-one (5) [17] and terretrione C (6) [18]. The amino acid residue of compound 6 was also determined as N-methyl-l-isoleucine by HPLC chiral analysis of the hydrolysate of 6 (see Section 3.6). Furthermore, the relative configuration of its C-6 was assigned as 6S* by the NOESY correlation, similar to that described for 2.



Terretrione D (2): White amorphous powder; [α]D −65.7 (c 1.5, MeOH); UV (MeOH) λmax (log ε) 314 (2.65) nm; IR νmax (film) 3367, 1682, 1630, 1540, 1455, 1288, 1094, 702 cm−1; NMR data, see Table 1; HRESIMS m/z 289.1555 (calcd. for C16H21N2O3, [M + H]+, 289.1552).
 see
 http://www.mdpi.com/1660-3397/13/4/1698


Mar. Drugs 2015, 13(4), 1698-1709; doi:10.3390/md13041698
Article

Identification and Bioactivity of Compounds from the Fungus Penicillium sp. CYE-87 Isolated from a Marine Tunicate


1 Natural Products Unit, King Fahd Medical Research Center, King Abdulaziz University, Jeddah 21589, Saudi Arabia 2 Suez Canal University Hospital, Suez Canal University, Ismailia 51522, Egypt 3 Department of Natural Products, Faculty of Pharmacy, King Abdulaziz University, Jeddah 21589, Saudi Arabia

////////////////////////////////////////////////////

Hyrtioerectine D, E, F


Figure 1. Structures of hyrtioerectines D–F (13) isolated from the marine sponge Hyrtios species.
Marinedrugs 11 01061 g001 1024


Figure 2. COSY and HMBC correlations observed for compound 1.
Marinedrugs 11 01061 g002 1024



Structure Elucidation of Compounds 1–3

The HRMS of compound 1 established a molecular formula C20H13N3O4 requiring 16 degrees of unsaturation. Compound 1 gave a bluish color on the TLC with FeCl3 indicating its phenolic nature. Its 1H NMR spectrum (in methanol-d4, Table 1) showed resonances for eight aromatic protons ranging from 6.80 to 9.64 ppm, suggesting the absence of any aliphatic moiety in the molecule. The 13C NMR spectrum of 1 (Table 1) displayed resonances for 20 carbons including 8 methines and 12 quaternary carbons. Two of the 13C quaternary resonances were deshielded at δ 154.3 (C-6) and 153.0 (C-6′) suggesting the oxygenation of their corresponding carbons. Interpretation of the 1D (1H and 13C) and 2D (1H–1H COSY, HSQC and HMBC) NMR spectroscopic data supported the presence of two ABX systems for trisubstituted β-carboline (H-5, H-7 and H-8) and disubstituted indole (H-4ʹ, H-5ʹ and H-7ʹ) moieties, respectively. These two moieties include 15 degrees of unsatuartion suggesting the need for an additional degree of unsaturation in 1. Interpretation of the NMR data (1H, COSY and HSQC) supported the 3,4,6-trisubstitution of the β-carboline moiety. This was evident from the resonating signals at δ 8.07 (1H, d, J = 2.0, H-5), 6.80 (1H, dd, J = 8.5, 2.0, H-7), 7.30 (1H, d, J = 8.5, H-8) and 9.64 (s, H-1). Additional signals at δ 8.87 (1H, s, H-2ʹ), 7.57 (1H, d, J = 8.7, H-4ʹ), 7.13 (1H, dd, J = 8.7, 2.3, H-5ʹ) and 7.60 (1H, d, J = 2.3, H-7ʹ) were assigned as 3,6-disubstituted indole moiety. The HSQC experiment allowed the unambiguous assignment of the protonated methine carbons in 1 (Table 1). The quaternary carbons were unambiguously assigned from HMBC data (Table 2 and Figure 2). For example, the location of the OH moieties at C-6 and C-6′ was supported from HMBC correlations of H-5/C-6, H-7/C-6, H-8/C-6 and H-4′/C-6′, H-5′/C-6′ and H-7′/C-6′ (Table 2). The connection of the indole and β-carboline moieties through C-3 and C-3ʹ was supported from a 3JCH HMBC cross peak between H-2ʹ of the indole moiety (δ 8.87) and C-3 of the β-carboline moiety (δ 138.1). Finally, the quaternary carbon resonating at δ 173.0 (C-8′) was assigned as a carboxylic moiety at C-4 completing the degrees of unsaturation in 1. This was supported by an IR band at 1725 cm−1 for the carbonyl moiety of the carboxylic acid. Furthermore, the MS fragment ion at m/z 315.1009 with the molecular formula C19H13N3O2 [M − COOH + H]+ supported the presence of the carboxylic functionality, thus completing the assignment of 1.
Compound 2displayed a pseudomolecular ion peak at m/z 374.1138 corresponding to C21H16N3O4 [M + H]+, being 14 mass unit (CH2) more than 1 and requiring 16 degrees of unsaturation. Comparison of the NMR data of 2 with those of 1 showed identical similarity of the 1H and 13C NMR resonances of both compounds (Table 1). Moreover, a new three-proton singlet in 1H NMR at δ 3.84 (H3-9ʹ) correlates in the HSQC with the 13C NMR signal at δ 55.8 (C-9ʹ) suggesting the presence of a methoxyl moiety in 2 at C-6. The assignment of the methoxyl moiety at C-6 was secured from HMBC cross peak of OCH3/C-6 (Table 2). Additionally, the unambiguous assignments of the protonated and quaternary carbons in 2 were secured from HSQC and HMBC experiments, respectively, thus completing the assignment of 2.


Hyrtioerectine D (1): yellow solid; UV (MeOH) λmax (log ε) 387 nm (3.85), 248 nm (3.85), 312 nm (4.05); IR νmax (film) 3600, 3500, 3020, 2980, 1725, 1610, 1405, 1290, 1255, 1220, 890 cm−1; NMR data, see Table 1, Table 2; positive HRESIMS m/z 360.0981 (calcd for C20H14N3O4 [M + H]+, 360.0984).
Hyrtioerectine E (2): yellow solid; UV (MeOH) λmax (log ε) 420 nm (3.90), 252 nm (3.95), 315 nm (4.15); IR νmax (film) 3595, 3545, 3015, 2980, 1720, 1612, 1410, 1290, 1250, 1220, 895 cm−1; NMR data, see Table 1, Table 2; positive HRESIMS m/z 374.1138 (calcd for C21H16N3O4 [M + H]+, 374.1140).
Hyrtioerectine F (3): yellow solid; UV (MeOH) λmax (log ε) 380 nm (3.95), 240 nm (4.10), 315 nm (4.00); IR νmax (film) 3590, 3500, 3350, 3010, 2985, 1655, 1615, 1405, 1290, 1255, 1215, 895 cm−1; NMR data, see Table 1, Table 2; positive HRESIMS m/z 359.1142 (calcd for C20H15N4O3 [M + H]+, 359.1144).



Table 1. NMR spectroscopic data for hyrtioerectines D–F (13) (in methanol-d4).
Hyrtioerectine DHyrtioerectine EHyrtioerectine F
PositionδC (mult.) aδH, mult. (J in Hz)δC (mult.) aδH, mult. (J in Hz)δC (mult.) aδH, mult. (J in Hz)
1140.8 (CH)9.64, s141.2 (CH)9.66, s139.6 (CH)9.71, s
3138.1 (qC)138.2 (qC)138.3 (qC)
4138.8 (qC)138.8 (qC)138.8 (qC)
4a115.9 (qC)115.8 (qC)115.9 (qC)
4b130.1 (qC)130.3 (qC)130.4 (qC)
5108.2 (CH)8.07, d (2.0)110.1 (CH)8.10, d (2.2)107.2 (CH)8.09, d (2.2)
6154.3 (qC)156.2 (qC)154.2 (qC)
7113.5 (CH)6.80, dd (8.5, 2.0)113.5 (CH)6.78, dd (8.5, 2.2)113.7 (CH)6.76, dd (8.5, 2.2)
8113.1 (CH)7.30, d (8.5)113.1 (CH)7.27, d (8.5)113.5 (CH)7.32, d (8.5)
8a132.1 (qC)132.2 (qC)132.4 (qC)
9a133.2 (qC)133.1 (qC)133.2 (qC)
2′119.6 (CH)8.87, s119.5 (CH)8.88, s119.6 (CH)8.87, s
3′123.2 (qC)123.2 (qC)123.2 (qC)
3a′137.5 (qC)137.5 (qC)137.5 (qC)
4′114.1 (CH)7.57, d (8.7)114.1 (CH)7.61, d (8.7)114.1 (CH)7.64, d (8.0)
5′119.7 (CH)7.13, dd (8.7, 2.3)119.6 (CH)7.15, dd (8.7, 2.2)119.7 (CH)7.17, dd (8.7, 2.0)
6′153.0 (qC)153.1 (qC)153.0 (qC)
7′106.7 (CH)7.60, d (2.3)106.9(CH)7.62, d (2.2)106.7 (CH)7.65, d (2.0)
7a′132.6 (qC)132.5 (qC)132.6 (qC)
8′173.0 (qC)173.0 (qC)164.2 (qC)
9′55.8 (CH3)3.84, s
a multiplicities of the signals were obtained from HSQC experiments; qC = quaternary carbon, CH = methine; CH3 = methyl.

Table 2. Selected HMBC correlations for hyrtioerectines D–F (13) (in methanol-d4).
C#Hyrtiooerectine D (1)Hyrtioerectine E (2)Hyrtioerectine F (3)
HMBC (H→C#)HMBC (H→C#)HMBC (H→C#)
3H-1, H-2′H-1, H-2′H-1, H-2′
4---
4aH-1, H-5H-1H-1, H-5
4bH-8H-8H-8
5H-7H-7H-7
6H-5, H-7, H-8H-5, H-7, H-8, H3-9′H-5, H-8
7H-5H-5H-5
8H-7H-7H-7
8aH-5, H-7H-5, H-7H-5, H-7
9aH-1H-1H-1
2′---
3′H-2′H-2′H-2′
3a′H-2′, H-4′, H-5′, H-7′H-2′, H-4′, H-7′H-2′, H-4′, H-7′
4′H-5′H-5′H-5′
5′H-4′, H-7′H-4′, H-7′H-4′, H-7′
6′H-4′, H-5′, H-7′H-4′, H-5′, H-7′H-4′, H-5′, H-7′
7′H-5′H-5′H-5′
7a′H-2′, H-4′, H-7′H-2′, H-4′, H-7′H-2′, H-4′, H-7′

see
 http://www.mdpi.com/1660-3397/11/4/1061/htm


Mar. Drugs 2013, 11(4), 1061-1070; doi:10.3390/md11041061
Article
Bioactive Compounds from the Red Sea Marine Sponge Hyrtios Species
Diaa T. A. Youssef 1,*, Lamiaa A. Shaala 2 and Hani Z. Asfour 3
1
Department of Natural Products, Faculty of Pharmacy, King Abdulaziz University, Jeddah 21589, Kingdom of Saudi Arabia
2
Natural Products Unit, King Fahd Medical Research Center, King Abdulaziz University, Jeddah 21589, Kingdom of Saudi Arabia
3
Department of Medical Parasitology, Faculty of Medicine, Princess Al-Jawhara Center of Excellence in Research of Hereditary Disorders, King Abdulaziz University, Jeddah 21589, Kingdom of Saudi Arabia
*Author to whom correspondence should be addressed; Tel.: +966-548-535-344; Fax: +966-269-516-96.

////////////////////////


 18. Callyaerin G, a new cytotoxic cyclic peptide from the marine sponge Callyspongia aerizusa (08-2979EP)
Sabrin R. M. Ibrahim, RuAngelie Edrada-Ebel, Gamal A. Mohamed, Diaa T. A. Youssef, Victor Wray and Peter Proksch
Full Text: PDF (159K)
pp. 164 - 171



received Jan 8 2008; accepted Mar 23 2008; published Apr 16 2008;

 ////////////////////////////////


 
 Figure 1. Structures of the isolated compounds 1– 5 . - Scientific ...
www.researchgate.net
Figure 1. Structures of the isolated compounds 1– 5 .
/////////////////////////////
 
 Marine Drugs | Free Full-Text | Bioactive Hydantoin Alkaloids from ...
www.mdpi.com

Bioactive Hydantoin Alkaloids from the Red Sea Marine Sponge Hemimycale arabica

No comments:

Post a Comment