Two new sarasinosides from marine sponge Petrosia nigricans.

Two new sarasinosides designated as 5,8-epoxysarasinoside (1) and 8,9-epoxysarasinoside (2) and four known sarasinosides were isolated from marine sponge Petrosia nigricans, collected off the coast of Lipata, Surigao City, Philippines (9°49' North, 125°27' East). The structures were determined through extensive 2D NMR spectroscopy and HRMS. Both compounds exhibited low cytotoxicity against the HCT116 (colon) and A549 (lung) cancer cell lines.

[1]  Yeon-Ju Lee,et al.  Secondary Metabolites from the Marine Sponges of the Genus Petrosia: A Literature Review of 43 Years of Research , 2021, Marine drugs.

[2]  H. Yamazaki,et al.  A tetramic acid derivative with protein tyrosine phosphatase 1B inhibitory activity and a new nortriterpene glycoside from the Indonesian marine sponge Petrosia sp. , 2017, Bioorganic & medicinal chemistry letters.

[3]  M. Yotsu-Yamashita,et al.  A new sarasinoside congener, sarasinoside M2, from a marine sponge collected in the Solomon Islands , 2017, Bioscience, biotechnology, and biochemistry.

[4]  S. Nam,et al.  The Halicylindramides, Farnesoid X Receptor Antagonizing Depsipeptides from a Petrosia sp. Marine Sponge Collected in Korea. , 2016, Journal of natural products.

[5]  S. Ohta,et al.  Petroacetylene, a new polyacetylene from the marine sponge Petrosiasolida that inhibits blastulation of starfish embryos , 2013, Natural product research.

[6]  N. D. de Voogd,et al.  Structures and cytotoxic evaluation of new and known acyclic Ene-Ynes from an American Samoa Petrosia sp. Sponge. , 2013, Journal of natural products.

[7]  V. Stonik,et al.  Glycosides from Marine Sponges (Porifera, Demospongiae): Structures, Taxonomical Distribution, Biological Activities and Biological Roles , 2012, Marine drugs.

[8]  K. Oh,et al.  Nortriterpene glycosides of the sarasinoside class from the sponge Lipastrotethya sp. , 2012, Journal of natural products.

[9]  R. Ueoka,et al.  Cytotoxic polyacetylenes related to petroformyne-1 from the marine sponge Petrosia sp. , 2009 .

[10]  T. Iwashita,et al.  Cytotoxic C47-polyacetylene carboxylic acids from a marine sponge Pertrosia sp. , 2007, Journal of natural products.

[11]  Y. Kuo,et al.  New cadinane-type sesquiterpenes from the roots of Taiwania cryptomerioides hayata , 2007 .

[12]  K. Iguchi,et al.  Nine acetylenic alcohols isolated from the Okinawan marine sponge of the genus Petrosia ( Strongylophora ) , 2007, Natural product research.

[13]  M. Jung,et al.  Approaches to the synthesis of arisugacin A , 2007 .

[14]  P. Proksch,et al.  Norlanostane triterpenoidal saponins from the marine sponge melophlussarassinorum. , 2005, Journal of natural products.

[15]  K. Iguchi,et al.  Acetylenic strongylodiols from a Petrosia (Strongylophora) Okinawan marine sponge. , 2005, Journal of natural products.

[16]  L. Gales,et al.  Lanostanes and friedolanostanes from the bark of Garcinia speciosa. , 2004, Phytochemistry.

[17]  M. K. Harper,et al.  Cytotoxic isoquinoline quinones from sponges of the genus Petrosia , 2004, Natural product research.

[18]  V. Paul,et al.  New triterpenoid saponins from the sponge Melophlus isis. , 2000, Journal of natural products.

[19]  Reddy,et al.  A new 1,2-dihydroisoquinoline from the sponge petrosia similis , 1999, Journal of natural products.

[20]  Cimino,et al.  Further Petroformynes from Both Atlantic and Mediterranean Populations of the Sponge Petrosia ficiformis , 1998, Journal of natural products.

[21]  K. Wang,et al.  Microbial Transformation of Lanosterol Derivatives with Mycobacterium sp. (NRRL B-3805) , 1995 .

[22]  K. Iguchi,et al.  Structure and synthesis of petrosynes, new acetylenic enol ether glycerides from the Okinawan marine sponge of the genus Petrosia , 1993 .

[23]  Motomasa Kobayashi,et al.  Marine Natural Products. XXVIII. The Structures of Sarasinosides A1, A2, A3, B1, B2, B3, C1, C2, and C3, Nine New Norlanostane-Triterpenoidal Oligoglycosides from the Palauan Marine Sponge Asteropus sarasinosum , 1991 .

[24]  S. Gunasekera,et al.  Sarasinoside A1: a saponin containing amino sugars isolated from a sponge , 1988 .

[25]  J. Clardy,et al.  Petrosamine, a novel pigment from the marine sponge Petrosia sp. , 1988 .

[26]  Y. Asakawa,et al.  Preparation of biologically active substances and animal and microbial metabolites from menthols, cineoles and kauranes , 1988 .

[27]  I. Kitagawa,et al.  Structures of sarasinosides A1, B1, and C1; new norlanostane-triterpenoid oligoglycosides from the Palauan marine sponge Asteropus sarasinosum. , 1987, Chemical & pharmaceutical bulletin.