Escolar Documentos
Profissional Documentos
Cultura Documentos
72:
147-147.
; NIEDERMEYER, U.; JAENICKE, J. e GOERISH, H. 198Sb.Enantio
selective syntheses and absolute configurations of viridiene and
aucantene, two constituents of algae pheromones bouquets. Hay.
Chim. Acta, Basel, 68: 2062-2073.
; JAENICKE, L.; MUELLER, D.G. e GASSMANN, G. 1987a. Gifforde
ne, 2Z, 4Z, 6E, 8Z-undecatetraene, is the odoriferous principle
of the marine brown alga Gi66otdia mitehettae. Expetientia, Ba-
sel, 43:466-467.
; SCHROER, N.; SIELER, C. eFEIGEL, M. 1987b. Stereospeci-
fic syntheses and spectroscopic properties of isomeric 2,4,6,
8-undecatetraenes. New hydrocarbons from the marine brownalga
Giziiotdia mitchettae. Hay. ChLm. Acta, Basel, 70: 1025-1040.
; FLEGEL, U.; JORDT, G. eMUELLER, D.G. 1987c. Absolute
configuration and enantiomer composition of hormosirene. Natun-
wizaenachWen, Berlim,74: 448-449.
BURKS, J.E. Jr. e CRANDALL, J.K. 1984. Synthesis of cis vicinally
disubstituted cyclopentanes fy fragmentation of (3.2.0) heptan-
6-ols. Total synthesis of (+/-)-multifidene. J. 049.Chem.,
Baltimore, 49: 4663-4670.
CHAPMANN, V.J. e CHAPMANN, D.J. 1981. The Atgae, 2 4 ed.,London,
Ms Millan Press, p.453-464.
COLOBERT, F. e GENET, J.P.1985. Synthesis of (+)-dictyopterene, a
constituent of marine brown algae and (+)-dictyopterene C'by
chirality transfer of optically active allylic benzoatewith
palladium (0) catalyst.Tet4. Lette4A, Oxford, 26: 2779-2782.
COOK, A.H.; ELVIDGE, J.A. e BENTLEY, R. 1951. Chemical attraction
of antherozoids in Fucu4. Pule. R. Soc. London, 138B:97-103.
CROUSE, G.D. e PAQUETTE, L.A. 1981. Total synthesis of (+/-)-mul-
tifidene, the gamete attractant of the Phaeophyte CutteXia
mutti6ida. J. Ocg. Chem., Baltimore, 46: 4272-4274.
DORSCH, D.; KUNZ, E. e HELMCHEN, G.1985. Synthese of dictyopterene
B (hormosirene) and its enantiomer via asymmetric ScN' reactions.
Tet4. Lette44, Oxford, 26: 3319-3322.
237
FLEURY, B.G.; TEIXEIRA, V.L. e KELECOM, A. 1989. Chemotaxonomy of
Dictyotales (Phaeophyta). 3. The "Dictyopteris" and "Taonia"
groups. inAuta, Florianopolis, trabalho anterior.
JAENICKE, L. 1977. Sex hormones of brown algae. Natunaliasenachal
ten, Berlim, 64: 69-75.
. 1984. Evolution of Terpendoid hormones. Comparative As-
pects of hydrocarbon gamones. Nova Acta Leopadina, 56: 231-250.
e BOLAND, W. 1982. Signal substances and their reception
in the sexual cycle of marine brown algae. Angew. Chem.,Int.
Ed. Engt., Weinheim, 21: 643-653.
JUTTNER, F. e WURSTER, K. 1984. Evidence of ectocarpeneand
dictyopterenes A and C' in the water of a freshwater lake. Lim-
not. Oceanogn., Washington, 29: 1322-1324.
KAJIWARA, T.; KODAMA, K. e HATANAKA, A. 1980a. Attractants of
male-gamete from a marine brown alga SaAga4Aum honneti.Butt.
Jap. Soc. Sci. Fiah., Sapporo, 46: 555-557.
; KODAMA, K. e HATANAKA, A. 1980b. Maleattracting substance
in marine brown algae of the genus Dictopteni4. Butt. Jap. Soc.
Sci. Fi4h., Sapporo, 46: 771-775.
KODAMA, K. e HATANAKA, A. 1980c. Maleattracting substance
in a marine brown alga Sangazaum home/Li. NatunuLazenachal5ten ,
Berlim, 67: 612-613.
KODAMA, K. e HATANAKA, A. 1981. Spermatozoid-attracting
substance in hermaphrodite brown algae, Petvetia wnightiiand
Fucu4 evaneAcena. ExpeXientia, Basel, 37: 1247-1248.
; KODAMA, K. e HATANAKA, A. 1982. Isolation of (S)-1, cis-5-
undecadien-3-ol, a possible precursos of male-gamete attractants
from Dictgopteti4 undutata. Butt. lap. Soc. Sci. FLAN.,Sappo-
ro, 48: 211-214.
; KATAYAMA, S.; ANE, M. e HATANAKA, A. 1984. Male gamete -
attracting activities of hermaphrodite brown algaePetvetia
uftightii and Fucu4 evaneAcenz. But Jap. Soc. Sci.FiAh.,
Sapporo, 50: 1953.
MAIER, I. e MUELLER, D.G. 1986. Sexual hormones in algae. Biot.
Butt., New York, 170: 145-175.
; MUELLER, D.G.; GASSMANN, G.; BOLAND, W. e JAENICKE, L. 1987.
Sexual pheromones and related egg secretions inLaminariales
(Phaeophyta). Z. Natut6auchung, Tuebingen, 42C: 948-954.
238
MARNER, F.J.; MUELLER, B. e JAENICKE, L. 1984. Lamoxirene,
struc-
tural proof of the spermatozoid releasing and attracting pheromo
ne of Laminariales. Z. Natut6otschung, Tuebingen,39C: 689-691.
MOORE, R.E. 1977. Volatile compounds from marine algae. Acc.
Chem. Res., Washington, 10: 40-47.
MUELLER, D.G. 1979.Olefinic hydrocarbons in sea water:signal
molecules for sexual reproduction in brown algae. PukeAppt.
Chem., Oxford, 51:1885-1891.
, e GASSMANN, G. 1978. Identification of the sex attractant
in the marine brown alga Fucus vesicutosus. Natutwissenschaiten,
Berlim, 65: 389-390.
e GASSMANN, G. 1980. Sexual hormone specificity in Ectoca4
pus and Laminatia (Phaeophyceae). NatuAwissenscha6ten,Berlim,
67: 462-463.
e GASSMANN, G. 1985. Sexual reproduction and the roleof
sperm attractant in monoecious species of the brown algae order
Fucales (Fucus, Hezpenophycua, Petvetia, and Petvetiop4is).J.
Plant Phoiot., Amsterdam, 118: 401-408.
; MARNER,BOLAND, W.; JAENICKE, L. e GASSMANN, G. 1981a.
Identification of a volatile gamete secretion in Spermatochnus
paradoxus. NatuAwiasenschalften, Berlim, 68: 478-480.
; GASSMANN, G.; BOLAND, W.; MARNER, F. e JAENICKE, L. 1981b.
Dictyota dichotoma (Phaeophyceae): identification of thesperm
attractant. Science, Washington, 212: 1040-1041.
; PETERS, A.; GASSMANN, G.; BOLAND, W.; MARNER; F.J. e JAENI-
CKE, L. 1982a. Identification of sexual hormone andrelated
substances in the marine brown alga Dunartestia.Natutwissens-
cha6ten, Berlim, 69: 290-291.
""
Ec.klonia. ll4dia.ta 4* 30,31,44
Ui>en,ia. lVrboJr.ea. 1-3,4*,7,8,38 30,31,44
PteJuJgophojl4eaU6ollniea 4* 30,31,44
Undtvti.a. p.c.1IIIQ.6ida. 1-3,4*,6-8,38,nC-15 30,31,44
Lessoniaceae 1Uc.tyoilewwplJilJ .Jte.eul.a.ta 4* 30,31,44
LUl>onia. va.eg.ta. 4* 30,31,44
LUI>onioplJilJ UttoJr.a.UlJ 4* 30,31,44
MtwtoC!.!f"fu htteglli60Ua 4* 30,31,44
MaellOC!.!f"fu pylli6eJu1 1-3,4*,6-8,11,37,38,
30,31,44
NeJr.eOC!.!f"fu i.ue:tkeana
4* 30 ,31,44
Pel.agophyeU4 poMa. 2,4* 30 ,31,44
CYWSUtAE
Fucales Fucaceae Al>cophyUum nOc/ol>um 13* 40
FILeU4 dilJ-UehU4 conhecido mas no
descrito 29
FlLci'6 evanUeen6 14* 26,28,38
F1LeU4 I>eJIIlIl.tILl. 14* 20,21,26,38
N
..,.
..,.
Ordens
IlI'V.llaea1es
Famlia
HonOOsiraceae
Cystoseiraceae
Sargassaceae
1lI'V.1laeaceae
Espcies (referncias)
Fu.c.u4 4 p.Ur.aLi.6
FLic.u4 Ve6,ic.u.loo6u.4
He6peJtOphyc.u4 luvweylWl.6
Pelve.ti.a 6a6Ug.1ta.
Pelve.ti.a WJgh.tU
Pelve.ti.a Um.Uata.
Xi1opholUJ. chJr.ondlwphyUa.
XUopholUJ. gladl.ta.
Ho"",oo6..IUJ. ban/uU
C!f4topholUJ. 4il.iqu.oo6a
Sa1IglUo6um hoJrlle/l.i
VUlWi.Utzea an-ta.Jr.c.tiCA.
VUIW.iU.a.ea. potatoJtUm
VUIW.iU.a.e.a wiUana
Produtos
14*
14*
conhecido mas no
descrito
conhecido mas no
descrito
14*,15*
conhecido mas no
descrito
10,11*
10,11*
10,11*
12*
14*,15*,16*,17*
10,11*
10,11"
10,11*
"Referncias
29
20,21,34
29
29
26,28
29
11,43,49
11,43
11,41,43,49
43
20,23,25
11,43
11,43
11,43
C1.doUephu.4 o6pong,ioo6u.4 3
1 R
1).
\
dictyoptereno C'
2 R =
3 R
4 R =
ectocarpeno ou
dictyopterno D'
desmaresteno
lamoxireno
6 R =
7 R
8 R =
multifideno
(+)-viridieno
caudoxireno 5 R =
9 aucanteno
14 fucoserrateno
10 R
11 R =
dictyoptereno A
dictyoptereno B ou
hormosireno
R
12 R -JrN/N,
13 R =r
\:==/\
cystophoreno
finnavareno
Figura 1 : feroionios sexuais de algae pardas
rigHES 2
: hidrocarbonetos
AAA
17
19
21.
22
22
2 4
AAA.A/
2 5
de algae pardas
CAA
32 R =
11
R n
2 4
R
, , AA
AA
10."
aR
2 -6
R
\semA
R
R3 R
18
11
OAc
2 2
AN= \A-mws
OR
40
AAA/= \/\._ - _
oAc
41
V .V = = \/= =
2.6
C
11
H
16
21
2 9
2 46