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Semiochemicals of Genus Discodermia

Phylum: Porifera
Subphylum: 
Class: Demospongiae
Order: Tetractinellida
Family: Theonellidae
Subfamily: 
Tribe: 
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Bedoukain RussellIPM

Semiochemical(s):

Discodermia calyx Döderlein
 
               Nakao Y  2001  Tetrahedron  57: 3013   
    calyceramide A    ¦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¦
 
Sikine-jima Island, Japan 
    calyceramide B    ¦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¦
 
 
    calyceramide C    ¦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¦
 
 
 
               Matsunaga S  1997b  Tetrahedron Lett.  38: 3763   
    dephosphonocalyculin A    ¦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¦
 
Izu Peninsula, Japan 
 
               Matsunaga S  1997a  J. Org. Chem.  62: 2640   
    calyculin J    ¦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¦
 
Izu Peninsula, Japan 
    calyculinamide A    ¦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¦
 
 
    calyculinamide F    ¦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¦
 
 
    demethylcalyculin A    ¦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¦
 
 
 
               Matsunaga S  1991b  Tetrahedron  47: 2999   
    calyculin E    ¦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¦
 
Japan 
    calyculin F    ¦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¦
 
 
    calyculin G    ¦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¦
 
 
    calyculin H    ¦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¦
 
 
 
               Kato Y  1988  J. Org. Chem.  53: 3930   
    calyculin B    ¦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¦
 
Izu Peninsula, Japan 
    calyculin C    ¦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¦
 
 
    calyculin D    ¦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¦
 
 
 
               Kato Y  1986  J. Am. Chem. Soc.  108: 2780   
    calyculin A    ¦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¦
 
Gulf of Sagami, Japan 
 
 
Discodermia dissoluta Schmidt
 
               Gunasekera SP  1990a  J. Org. Chem.  55: 4912   
    discodermolide    ¦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¦
 
Lucay, Grand Bahama Island, Bahamas 
 
 
Discodermia kiiensis Hoshino
 
               Tan KC  2016  J. Nat. Prod.  79: 2418   
    sulfolipodiscamide A    ¦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¦
 
Nakagi, Shizuoka Prefecture, Japan 
    sulfolipodiscamide B    ¦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¦
 
 
    sulfolipodiscamide C    ¦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¦
 
 
 
               Tan KC  2014  Org. Lett.  16: 3256   
    lipodiscamide A    ¦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¦
 
Shikine Island, Tokyo Prefecture, Japan 
    lipodiscamide B    ¦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¦
 
 
    lipodiscamide C    ¦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¦
 
 
 
               Ryu G  1994b  Tetrahedron Lett.  35: 8251   
    discodermin E    ¦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¦
 
Atami, Gulf of Sagami, Japan 
    discodermin A    ¦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¦
 
 
    discodermin B    ¦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¦
 
 
    discodermin C    ¦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¦
 
 
    discodermin D    ¦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¦
 
 
 
               Ryu G  1994a  Tetrahedron  50: 13409   
    discodermin F    ¦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¦
 
Atami, Gulf of Sagami, Japan 
    discodermin G    ¦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¦
 
 
    discodermin H    ¦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¦
 
 
 
 
Discodermia sp
 
               Nakamukai S  2018  Tetrahedron Lett.  59: 2532   
    stellatolide H    ¦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¦
 
Kushimoto, Wakayama Prefecture, Japan 
 
               Gunasekera SP  2002  J. Nat. Prod.  65: 1643   
    discodermolide    ¦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¦
 
Bell Channel Bouy, Grand Bahama Island, Bahamas 
    2-epidiscodermolide    ¦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¦
 
 
    2-demethyldiscodermolide    ¦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¦
 
 
    me-5-hydroxydiscodermolate    ¦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¦
 
 
    19-deaminocarbonyldiscodermolide    ¦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(13)-cyclodiscodermolide    ¦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¦
 
 
 
               Okada A  1991  Agric. Biol. Chem.  55: 2765   
    calyculin E    ¦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¦
 
Kushimoto, Wakayama Prefecture, Japan 
    calyculin F    ¦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¦
 
 
 
 
Reference(s):

Nakamukai, S., Takada, K., Furihata, K., Ise, Y., Okada, S., Morii, Y, Yamawaki, N., Takatani, T., Arakawa, O., Gustafson, K.R., and Gustafson, S. 2018. Stellatolide H, a cytotoxic peptide lactone from a deep-sea sponge Discodermia sp. Tetrahedron Lett. 59:2532-2536.
 
Tan, K.C., Wakimoto, T., and Abe, I. 2016. Sulfoureido lipopeptides from the marine sponge Discodermia kiiensis. J. Nat. Prod. 79:2418-2422.
 
Tan, K.C., Wakimoto, T., and Abe, I. 2014. Lipodiscamides A–C, new cytotoxic lipopeptides from Discodermia kiiensis. Org. Lett. 16:3256-3259.
 
Gunasekera, S.P., Paul, G.K., Longley, R.E., Isbrucker, R.A., and Pomponi, S.A. 2002. Five new discodermolide analogues from the marine sponge Discodermia species. J. Nat. Prod. 65:1643-1648.
 
Nakao, Y., Takada, K., Matsunaga, S., and Fusetani, N. 2001. Calyceramides A-C: neuraminidase inhibitory sulfated ceramides from the marine sponge Discodermia calyx. Tetrahedron. 57:3013-3017.
 
Matsunaga, S., Wakimoto, T., Fusetani, N., and Suganuma, M. 1997b. Isolation of dephosphonocalyculin A from the marine sponge Discodermia calyx. Tetrahedron Lett. 38:3763-3764.
 
Matsunaga, S., Wakimoto, T., and Fusetani, N. 1997a. Isolation of four new calyculins from the marine sponge Discodermia calyx. J. Org. Chem. 62:2640-2642.
 
Ryu, G., Matsunaga, S., and Fusetani, N. 1994b. Discodermin E, a cytotoxic and antimicrobial tetradecapeptide, from the marine sponge Discodermia kiiensis. Tetrahedron Lett. 35:8251-8254.
 
Ryu, G., Matsunaga, S., and Fusetani, N. 1994a. Discodermins F–H, cytotoxic and antimicrobial tetradecapeptides from the marine sponge Discodermia kiiensis: structure revision of discodermins A-D. Tetrahedron. 50:13409-13416.
 
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Citation: El-Sayed AM 2023. The Pherobase: Database of Pheromones and Semiochemicals. <http://www.pherobase.com>.
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