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« Previous SpeciesAacanthocnema dobsoni    Next SpeciesAaptos lobata »

Semiochemicals of Aaptos aaptos, the Okinawan sponge

Phylum:  Porifera
Subphylum:  
Class:  Demospongiae
Order:  Suberitida
Family:  Suberitidae
Subfamily:  
Genus:  Aaptos
Tribe:  
Author:  Schmidt
¦
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Distribution: Google
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Bedoukain RussellIPM

Semiochemical(s):

  Hamada T  2019  NPC  14:    
    methylenedioxyaaptamine    ¦Relative ratio of the component¦   ¦(*) indicates that compound is active¦   P
¦Category of the chemical signal
A -   Attractant
Al -   Allomone
K -   Kairomone
P -   Pheromone
Sy -   Synomone¦
  
¦Source of the chemical signal
F -   Female
H -   Host (could be of plant or animal origin)
L -   Lure
M -   Male
M&F -   Male and Female
S -   Solider
Q -   Queen
W -   Worker¦
  
¦Amount
pg -   Picogram
ng -   Nanogram
µg -   Microgram
mg -   Milligram
g -   Gram¦
   		Sepanggar Island, Sabah, Borneo, Malaysia 
    dimethylketal demethyl(oxy)aaptamine    ¦Relative ratio of the component¦   ¦(*) indicates that compound is active¦    
¦Source of the chemical signal
F -   Female
H -   Host (could be of plant or animal origin)
L -   Lure
M -   Male
M&F -   Male and Female
S -   Solider
Q -   Queen
W -   Worker¦
  
¦Amount
pg -   Picogram
ng -   Nanogram
µg -   Microgram
mg -   Milligram
g -   Gram¦
   		 
 
  Utkina NK  2016  NPC  11: 1259   
    demethylaaptanone    ¦Relative ratio of the component¦   ¦(*) indicates that compound is active¦   P
¦Category of the chemical signal
A -   Attractant
Al -   Allomone
K -   Kairomone
P -   Pheromone
Sy -   Synomone¦
  
¦Source of the chemical signal
F -   Female
H -   Host (could be of plant or animal origin)
L -   Lure
M -   Male
M&F -   Male and Female
S -   Solider
Q -   Queen
W -   Worker¦
  
¦Amount
pg -   Picogram
ng -   Nanogram
µg -   Microgram
mg -   Milligram
g -   Gram¦
   		Tho Chu Island, Vietnam 
    aaptamine    ¦Relative ratio of the component¦   ¦(*) indicates that compound is active¦    
¦Source of the chemical signal
F -   Female
H -   Host (could be of plant or animal origin)
L -   Lure
M -   Male
M&F -   Male and Female
S -   Solider
Q -   Queen
W -   Worker¦
  
¦Amount
pg -   Picogram
ng -   Nanogram
µg -   Microgram
mg -   Milligram
g -   Gram¦
   		 
    isoaaptamine    ¦Relative ratio of the component¦   ¦(*) indicates that compound is active¦    
¦Source of the chemical signal
F -   Female
H -   Host (could be of plant or animal origin)
L -   Lure
M -   Male
M&F -   Male and Female
S -   Solider
Q -   Queen
W -   Worker¦
  
¦Amount
pg -   Picogram
ng -   Nanogram
µg -   Microgram
mg -   Milligram
g -   Gram¦
   		 
    9-demethylaaptamine    ¦Relative ratio of the component¦   ¦(*) indicates that compound is active¦    
¦Source of the chemical signal
F -   Female
H -   Host (could be of plant or animal origin)
L -   Lure
M -   Male
M&F -   Male and Female
S -   Solider
Q -   Queen
W -   Worker¦
  
¦Amount
pg -   Picogram
ng -   Nanogram
µg -   Microgram
mg -   Milligram
g -   Gram¦
   		 
    aaptanone    ¦Relative ratio of the component¦   ¦(*) indicates that compound is active¦    
¦Source of the chemical signal
F -   Female
H -   Host (could be of plant or animal origin)
L -   Lure
M -   Male
M&F -   Male and Female
S -   Solider
Q -   Queen
W -   Worker¦
  
¦Amount
pg -   Picogram
ng -   Nanogram
µg -   Microgram
mg -   Milligram
g -   Gram¦
   		 
 
  Utkina NK  2009b  Tetrahedron Lett.  50: 2580   
    aaptanone    ¦Relative ratio of the component¦   ¦(*) indicates that compound is active¦   P
¦Category of the chemical signal
A -   Attractant
Al -   Allomone
K -   Kairomone
P -   Pheromone
Sy -   Synomone¦
  
¦Source of the chemical signal
F -   Female
H -   Host (could be of plant or animal origin)
L -   Lure
M -   Male
M&F -   Male and Female
S -   Solider
Q -   Queen
W -   Worker¦
  
¦Amount
pg -   Picogram
ng -   Nanogram
µg -   Microgram
mg -   Milligram
g -   Gram¦
   		Cu Lao Re Island, Vietnam 
    aaptamine    ¦Relative ratio of the component¦   ¦(*) indicates that compound is active¦    
¦Source of the chemical signal
F -   Female
H -   Host (could be of plant or animal origin)
L -   Lure
M -   Male
M&F -   Male and Female
S -   Solider
Q -   Queen
W -   Worker¦
  
¦Amount
pg -   Picogram
ng -   Nanogram
µg -   Microgram
mg -   Milligram
g -   Gram¦
   		 
    isoaaptamine    ¦Relative ratio of the component¦   ¦(*) indicates that compound is active¦    
¦Source of the chemical signal
F -   Female
H -   Host (could be of plant or animal origin)
L -   Lure
M -   Male
M&F -   Male and Female
S -   Solider
Q -   Queen
W -   Worker¦
  
¦Amount
pg -   Picogram
ng -   Nanogram
µg -   Microgram
mg -   Milligram
g -   Gram¦
   		 
 
  Herlt A  2004  Tetrahedron  60: 6101   
    bisdemethylaaptamine    ¦Relative ratio of the component¦   ¦(*) indicates that compound is active¦   P
¦Category of the chemical signal
A -   Attractant
Al -   Allomone
K -   Kairomone
P -   Pheromone
Sy -   Synomone¦
  
¦Source of the chemical signal
F -   Female
H -   Host (could be of plant or animal origin)
L -   Lure
M -   Male
M&F -   Male and Female
S -   Solider
Q -   Queen
W -   Worker¦
  
¦Amount
pg -   Picogram
ng -   Nanogram
µg -   Microgram
mg -   Milligram
g -   Gram¦
   		Bunaken Island, Indonesia 
    bisdemethylaaptamine-9-sulfate    ¦Relative ratio of the component¦   ¦(*) indicates that compound is active¦    
¦Source of the chemical signal
F -   Female
H -   Host (could be of plant or animal origin)
L -   Lure
M -   Male
M&F -   Male and Female
S -   Solider
Q -   Queen
W -   Worker¦
  
¦Amount
pg -   Picogram
ng -   Nanogram
µg -   Microgram
mg -   Milligram
g -   Gram¦
   		 
 
  Coutinho AF  2002  Heterocycles  57: 1265   
    4me-aaptamine    ¦Relative ratio of the component¦   ¦(*) indicates that compound is active¦   P
¦Category of the chemical signal
A -   Attractant
Al -   Allomone
K -   Kairomone
P -   Pheromone
Sy -   Synomone¦
  
¦Source of the chemical signal
F -   Female
H -   Host (could be of plant or animal origin)
L -   Lure
M -   Male
M&F -   Male and Female
S -   Solider
Q -   Queen
W -   Worker¦
  
¦Amount
pg -   Picogram
ng -   Nanogram
µg -   Microgram
mg -   Milligram
g -   Gram¦
   		Bahia, Brazil 
    9-demethyloxyaaptamine    ¦Relative ratio of the component¦   ¦(*) indicates that compound is active¦    
¦Source of the chemical signal
F -   Female
H -   Host (could be of plant or animal origin)
L -   Lure
M -   Male
M&F -   Male and Female
S -   Solider
Q -   Queen
W -   Worker¦
  
¦Amount
pg -   Picogram
ng -   Nanogram
µg -   Microgram
mg -   Milligram
g -   Gram¦
   		 
 
  Tinto WF  1998  Heterocycles  48: 2089   
    aaptosamine    ¦Relative ratio of the component¦   ¦(*) indicates that compound is active¦   P
¦Category of the chemical signal
A -   Attractant
Al -   Allomone
K -   Kairomone
P -   Pheromone
Sy -   Synomone¦
  
¦Source of the chemical signal
F -   Female
H -   Host (could be of plant or animal origin)
L -   Lure
M -   Male
M&F -   Male and Female
S -   Solider
Q -   Queen
W -   Worker¦
  
¦Amount
pg -   Picogram
ng -   Nanogram
µg -   Microgram
mg -   Milligram
g -   Gram¦
   		Rust Bay, Trinidad 
    9-demethyloxyaaptamine    ¦Relative ratio of the component¦   ¦(*) indicates that compound is active¦    
¦Source of the chemical signal
F -   Female
H -   Host (could be of plant or animal origin)
L -   Lure
M -   Male
M&F -   Male and Female
S -   Solider
Q -   Queen
W -   Worker¦
  
¦Amount
pg -   Picogram
ng -   Nanogram
µg -   Microgram
mg -   Milligram
g -   Gram¦
   		 
 
  Rudi A  1993  Tetrahedron Lett.  34: 4683   
    aaptosine    ¦Relative ratio of the component¦   ¦(*) indicates that compound is active¦   P
¦Category of the chemical signal
A -   Attractant
Al -   Allomone
K -   Kairomone
P -   Pheromone
Sy -   Synomone¦
  
¦Source of the chemical signal
F -   Female
H -   Host (could be of plant or animal origin)
L -   Lure
M -   Male
M&F -   Male and Female
S -   Solider
Q -   Queen
W -   Worker¦
  
¦Amount
pg -   Picogram
ng -   Nanogram
µg -   Microgram
mg -   Milligram
g -   Gram¦
   		Red Sea 
 
  Kashman Y  1990  New J. Chem.  14: 729   
    isoaaptamine    ¦Relative ratio of the component¦   ¦(*) indicates that compound is active¦   P
¦Category of the chemical signal
A -   Attractant
Al -   Allomone
K -   Kairomone
P -   Pheromone
Sy -   Synomone¦
  
¦Source of the chemical signal
F -   Female
H -   Host (could be of plant or animal origin)
L -   Lure
M -   Male
M&F -   Male and Female
S -   Solider
Q -   Queen
W -   Worker¦
  
¦Amount
pg -   Picogram
ng -   Nanogram
µg -   Microgram
mg -   Milligram
g -   Gram¦
   		Red Sea 
 
  Nakamura H  1987  J. Chem. Soc. Perkin Trans.  1: 173   
    9-demethylaaptamine    ¦Relative ratio of the component¦   ¦(*) indicates that compound is active¦   P
¦Category of the chemical signal
A -   Attractant
Al -   Allomone
K -   Kairomone
P -   Pheromone
Sy -   Synomone¦
  
¦Source of the chemical signal
F -   Female
H -   Host (could be of plant or animal origin)
L -   Lure
M -   Male
M&F -   Male and Female
S -   Solider
Q -   Queen
W -   Worker¦
  
¦Amount
pg -   Picogram
ng -   Nanogram
µg -   Microgram
mg -   Milligram
g -   Gram¦
   		Okinawa Island, Japan 
    9-demethyloxyaaptamine    ¦Relative ratio of the component¦   ¦(*) indicates that compound is active¦    
¦Source of the chemical signal
F -   Female
H -   Host (could be of plant or animal origin)
L -   Lure
M -   Male
M&F -   Male and Female
S -   Solider
Q -   Queen
W -   Worker¦
  
¦Amount
pg -   Picogram
ng -   Nanogram
µg -   Microgram
mg -   Milligram
g -   Gram¦
   		 
 
  Nakamura H  1982  Tetrahedron Lett.  23: 5555   
    aaptamine    ¦Relative ratio of the component¦   ¦(*) indicates that compound is active¦   P
¦Category of the chemical signal
A -   Attractant
Al -   Allomone
K -   Kairomone
P -   Pheromone
Sy -   Synomone¦
  
¦Source of the chemical signal
F -   Female
H -   Host (could be of plant or animal origin)
L -   Lure
M -   Male
M&F -   Male and Female
S -   Solider
Q -   Queen
W -   Worker¦
  
¦Amount
pg -   Picogram
ng -   Nanogram
µg -   Microgram
mg -   Milligram
g -   Gram¦
   		Okinawa Island, Japan 
 

Reference(s):

Hamada, T., Matsumoto, Y., Phan, C.-S., Kamada, T., Onitsuka, S., Okamura, H., Iwagawa, T., Arima, N., Tani, F., and Vairappan, C.S. 2019. Aaptamine-related alkaloid from the marine sponge Aaptos aaptos. NPC. 14:
 
Utkina, N.K., and Denisenko, V.A. 2016. N-Demethylaaptanone, a new congener of aaptamine alkaloids from the Vietnamese marine sponge Aaptos aaptos. NPC. 11:1259-1260.
 
Utkina, N.K., Denisenko, V.A., and Pushilin, M.A. 2009b. Aaptanone, a novel zwitterionic metabolite of the aaptamine class with an oxygenated 1,6-naphthyridine core from the Vietnamese marine sponge Aaptos aaptos. Tetrahedron Lett. 50:2580-2582.
 
Herlt, A., Mander, L., Rombang, W., Rumampuk, R., Soemitro, S., Steglich, W., Tarigan, P., and von Nussbaum, F. 2004 Alkaloids from marine organisms. Part 8: Isolation of bisdemethylaaptamine and bisdemethylaaptamine-9-O-sulfate from an Indonesian Aaptos sp marine sponge. Tetrahedron. 60:6101-6104.
 
Coutinho, A.F., Chanas, B., Souza, T.M.L., Frugrulhetti, I.C.C.P., and Epifanio, R. 2002. Anti HSV-1 alkaloids from a feeding deterrent marine sponge of the genus Aaptos. Heterocycles. 57:1265-1272.
 
Tinto, W.F. 1998. Aaptosamine, a new 5,8-diazabenz[cd]azulene alkaloid from the Caribbean sponge Aaptos aaptos. An unprecedented base-catalyzed rearrangement of 9-demethyloxyaaptamine. Heterocycles. 48:2089-2093.
 
Rudi, A., and Kashman, Y. 1993. Aaptosine - a new cytotoxic 5,8-diazabenz[cd]azulene alkaloid from the Red sea sponge Aaptos aaptos. Tetrahedron Lett. 34:4683-4684.
 
Kashman, Y., Rudi, A., Hirch, S., Isaacs, S., Green, D., Blasberger, D., and Carmely, S. 1990. Recent developments in research on metabolites from Red sea invertebrates. New J. Chem. 14:729-740.
 
Nakamura, H., Kobayashi, J., and Ohizumi, Y. 1987. Aaptamines. Novel benzo[de][1,6]naphthyridines from the Okinawan marine sponge Aaptos aaptos. J. Chem. Soc. Perkin Trans. 1:173-176.
 
Nakamura, H., Kobayashi, J., Ohizumi, Y., and Hirata, Y. 1982. Isolation and structure of aaptamine a novel heteroaromatic substance possessing a-blocking activity from the sea sponge Aaptos aaptos. Tetrahedron Lett. 23:5555-5558. .
 
 
Citation: El-Sayed AM 2023. The Pherobase: Database of Pheromones and Semiochemicals. <http://www.pherobase.com>.
Ⓒ 2003-2023 The Pherobase - Extensive Database of Pheromones and Semiochemicals. Ashraf M. El-Sayed.
Page created on 15-October-2023