Structural activity relationship studies of zebra mussel antifouling and antimicrobial agents from verongid sponges.
Several dibromotyramine derivatives including moloka'iamine were selected as potential zebra mussel (Dreissena polymorpha) antifoulants due to the noteworthy absence of fouling observed on sponges of the order Verongida. Sponges of the order Verongida consistently produce these types of bromotyrosine-derived secondary metabolites. Previously reported antifouling data for the barnacle Balanus amphitrite(EC50 = 12.2 microM) support the results reported here that the compound moloka'iamine may be a potential zebra mussel antifoulant compound (EC50 = 10.4 microM). The absence of phytotoxic activity of the compound moloka'iamine toward Lemna pausicostata and, most importantly, the compound's significant selectivity against macrofouling organisms such as zebra mussels suggest the potential utility of this compound as a naturally derived antifoulant lead.
Diers
Jeffrey A
JA
The Department of Pharmacognosy, National Center for Natural Products Research, Research Institute of Pharmaceutical Sciences, School of Pharmacy, The University of Mississippi, University, Mississippi 38677, USA.
Pennaka
Hari Kishore
HK
Peng
Jiangnan
J
Bowling
John J
JJ
Duke
Stephen O
SO
Hamann
Mark T
MT
D000818:Animals; D049872:Bivalvia / Q000737:chemistry*; D008386:Marine Biology; D015394:Molecular Structure; D009792:Oceans and Seas; D011161:Porifera / Q000737:chemistry*; D013329:Structure-Activity Relationship; D014439:Tyramine / Q000031:analogs & derivatives / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D014443:Tyrosine / Q000031:analogs & derivatives* / Q000737:chemistry / Q000302:isolation & purification* / Q000502:physiology
C475724:bromotyrosine; D014443:Tyrosine; D014439:Tyramine